Private & Custom Charters in St. Thomas & St. John

The trip you’ve been dreaming of, built from scratch. Private charters are a great way for groups to customize their desired itinerary. Hit the best spots in the USVI, stay as long as you like. You tell your captain your vision and he'll make sure your group has an amazing day on the water.

We’ve selected the best Boats for you

charters available

tag text

Kindred Spirit II — 46′ Leopard

Private Sunset Cruise

Toast golden hour aboard Kindred Spirit II, a 46′ Leopard sailing catamaran, on a relaxed 2.5-hour private sunset sail. Cruise the calm waters around St. Thomas and St. John with handcrafted cocktails, beer, and wine in hand and a gourmet charcuterie board to share as the sky fills with Caribbean color.

Private Sunset Cruise
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
900
  • Relaxed 2.5-hour sunset sail
  • Open bar & charcuterie board
From
$900

VI Cat — 54′ Gold Coast Yacht

Shared Boat Trip

Two-hour Sunset & Harbor Lights Dinner Sail departing from Marriott's Frenchman's Cove. It features spectacular Caribbean sunset views, an open bar, and freshly prepared, island-inspired dinners.

Shared Boat Trip
Catamaran
1
80
St. Thomas
109
  • Relaxed two-hour shared sunset sail
  • Charlotte Amalie Harbor views
From
$109

Bama Breeze — 35′ Scout

Half Day USVI Private Charter

Make the most of a customizable half day around St. Thomas and St. John aboard Bama Breeze, a 35′ Scout (fully refit in 2025). In four hours, snorkel coral reefs, swim with sea turtles and stingrays, and stop at favorites like Pizza Pi or a quiet beach. Family-friendly and built around your group.

Half Day USVI Private Charter
Powerboat
1
10
St. Thomas
St. John
795
  • Freshly refit 35′ Scout powerboat
  • Snorkel reefs & swim with turtles
From
$795

Vibin' — 42′ Aquila

Full Day BVI Private Charter

Take the luxury of Vibin', a 42′ Aquila power catamaran, across to the British Virgin Islands. Cruise to iconic stops like Jost Van Dyke, Norman Island, and Virgin Gorda, snorkeling reefs and swimming secluded coves along the way. Cool off in the air-conditioned salon or soak up 360° views from the flybridge between beach bars.

Full Day BVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
2800
  • 360° views from the flybridge
  • Top-shelf open bar & hors d'oeuvres
From
$2,950

Sunny Daze — 36′ Macorix Aventura

Full Day USVI Private Charter

Spend a full day exploring St. John and the USVI aboard Sunny Daze, a custom 36′ Aventura power catamaran built for a smooth, dry ride. Snorkel vibrant reefs, swim turquoise coves, and pull up to island beach bars like Lime Out and Pizza Pi. With high sides, a wide open deck, and a bow lounge that converts to beds, there's room for up to 12 to spread out.

Full Day USVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1325
  • Visit White Bay & Jost Van Dyke
  • Snorkel caves, reefs & wrecks
From
$1,325

Down Time — 32′ World Cat 32CC

Full Day USVI Private Charter

Set out on a customizable full day around St. John and St. Thomas aboard Down Time, a stable 32′ World Cat power catamaran. Snorkel turtles at Maho Bay, Waterlemon Cay, and Salt Pond, swim ashore at Cinnamon and Scott Beach, and stop for tacos at Lime Out or pizza at Christmas Cove. An easy, spread-out island day for up to 12.

Full Day USVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1195
  • Snorkel turtles across St. John
  • Lime Out tacos & Pizza Pi

From
$1,195

Down Time — 32′ World Cat 32CC

Full Day BVI Private Charter

Island-hop the British Virgin Islands aboard Down Time, a stable 32′ World Cat power catamaran. Snorkel The Indians and The Caves at Norman Island, pull up to the Willy T floating bar, and finish with a Painkiller at the world-famous Soggy Dollar on Jost Van Dyke. Add Virgin Gorda's Baths on the extended day.

Full Day BVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1495
  • Snorkel The Indians & The Caves
  • Enjoy iconic Willy T & Soggy Dollar bars
From
$1,495

Eslar — 37′ Axopar

Full Day BVI Private Charter

Explore the British Virgin Islands aboard Eslar, a fast and sleek 37′ Axopar. Island hop at your own pace to snorkel famous wrecks like The Rhone and beach bars like the Willy T, Pirates Bite, and Cooper Island. A retractable hardtop and private cabin keep the day comfortable from start to finish.

Full Day BVI Private Charter
Powerboat
1
11
St. Thomas
St. John
1650
  • Retractable hardtop: sun or shade
  • Forward sun bed & dining table
From
$1,650

New Magic — 50′ Sea Ray Sundancer

Full Day USVI Private Charter

Cruise St. Thomas and St. John aboard New Magic, a comfortable 50′ Sea Ray Sundancer. Snorkel the reefs around St. John National Park, stop at Christmas Cove for Pizza Pi, and wind down at a quiet beach. Lounge on the bow sun pad or cool off in the air-conditioned cabin between stops.

Full Day USVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
2040
  • Snorkel St. John reefs & Christmas Cove
  • Large swim platform for easy access
From
$2,040

Sail Meow — 44′ Leopard

Half Day USVI Private Charter

Spend a relaxed Caribbean afternoon aboard Sail Meow, a spacious 44′ Leopard catamaran. Departing the east end of St. Thomas, you'll snorkel Christmas Cove among reef fish and sea turtles, grab a slice at Pizza Pi if you like, then unwind at Scott Beach on St. John. An onboard dinghy ferries you to shore — little to no swimming required.

Half Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
1200
  • Snorkel Christmas Cove with sea turtles
  • Famous Meow dip & chips
From
$1,200

Down Time — 32′ World Cat 32CC

Private Sunset Cruise

Unwind with a snorkel-and-sunset evening aboard Down Time, a stable 32′ World Cat power catamaran. Start with a turtle snorkel at Maho Bay or Scott Beach, swing by Christmas Cove for fresh Pizza Pi, then relax on deck as the U.S. Virgin Islands glow at golden hour.

Private Sunset Cruise
Powerboat
1
12
St. Thomas
St. John
645
  • Snorkel-and-sunset evening combo
  • Visit Christmas Cove & Pizza Pi
From
$645

Ramble On — 43′ Formula SSC

Full Day BVI Private Charter

Explore the British Virgin Islands aboard Ramble On, a powerful 43′ Formula SSC built for speed and comfort. Visit iconic spots like the Soggy Dollar Bar, the Willy T, The Indians, and The Baths at Virgin Gorda, with snorkeling and beach hopping in between. Quad 350HP engines deliver a smooth, effortless ride for up to 12 guests.

Full Day BVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
4300
  • Quad-engine 43′ Formula speedboat
  • Open bar and gourmet charcuterie
From
$4,300

VI Cat — 54′ Gold Coast Yacht

Shared Boat Trip

Snorkel with sea turtles aboard VI Cat, a spacious 54′ Gold Coast catamaran, on a three-hour shared sail to Turtle Cove at Little Buck Island National Wildlife Refuge. Swim among green sea turtles, tropical fish, and coral with gear and beginner guidance provided — the most accessible turtle experience in St. Thomas.

Shared Boat Trip
Catamaran
1
80
St. Thomas
109
  • Only catered sunset dinner sail
  • Charlotte Amalie Harbor at sunset
From
$109

Cruzomian — 32′ Intrepid

Full Day USVI Private Charter

Discover St. Thomas and St. John aboard Cruzomian, a nimble 32′ Intrepid perfect for families and groups. Snorkel the reefs and turtle spots around St. John National Park, swing by Christmas Cove for Pizza Pi, and unwind on a quiet beach. Twin 300 Yamahas and a kid-friendly layout make for a smooth, easy day on the water.

Full Day USVI Private Charter
Powerboat
1
9
St. Thomas
St. John
1100
  • St. John reefs & turtle spots
  • Christmas Cove & Pizza Pi
From
$1,100

Bonus Time — 29′ World Cat 32CC

Private Sunset Cruise

Wind down with a snorkel-and-sunset evening aboard Bonus Time, a stable 29′ World Cat power catamaran. Start with a turtle snorkel at Maho Bay or Scott Beach, swing by Christmas Cove for fresh Pizza Pi, then relax on deck as golden hour settles over the U.S. Virgin Islands.

Private Sunset Cruise
Powerboat
1
10
St. Thomas
St. John
645
  • Snorkel-and-sunset evening combo
  • Swim with sea turtles at Maho Bay
From
$645

Ripple — 36′ Aquila

Full Day USVI Private Charter

Discover St. Thomas and St. John aboard Ripple, a sleek 36′ Aquila power catamaran for up to 12 guests. Your captain customizes the day around snorkeling vibrant reefs, secluded beaches, and hidden coves. Lounge on oversized bow sun pads or cool off in the air-conditioned cabin with a private bathroom.

Full Day USVI Private Charter
Luxury Yacht
Catamaran
Powerboat
1
12
St. Thomas
St. John
2900
  • Shade, air-conditioning, plenty of space
  • Open bar and gourmet charcuterie
From
$2,900

Makaira — 42′ Renaissance Prowler

Full Day BVI Private Charter

Island-hop the British Virgin Islands aboard Makaira, a sleek 42′ Renaissance Prowler with an experienced local captain. Cruise to famous spots like Jost Van Dyke, Norman Island, and Virgin Gorda, snorkeling reefs and pulling up to legendary beach bars like the Soggy Dollar and Willy T. A laid-back, comfortable day across the BVI.

Full Day BVI Private Charter
Powerboat
1
12
St. Thomas
St. John
2450
  • Explore the BVI comfortably
  • Shade and spacious seating
From
$2,450

Blue Dream — 54′ Jeanneau 54 DS

Private Sunset Cruise

Experience the magic of a Caribbean sunset aboard the 54′ luxury sailing yacht Blue Dream. Cruise the calm waters around St. Thomas and St. John past secluded coves and the coastline of Virgin Islands National Park as the sky lights up in gold, orange, and pink. Relax with a premium open bar and a gourmet charcuterie board at golden hour.

Private Sunset Cruise
Sailboat
1
12
St. Thomas
St. John
895
  • Golden-hour sail past the National Park
  • Premium open bar with champagne
From
$895

Kindred Spirit II — 46′ Leopard

Full Day & Sunset Private Charter

Get the best of both worlds aboard Kindred Spirit II, a 46′ Leopard sailing catamaran, on a full afternoon of island adventure that rolls right into a Caribbean sunset sail. Snorkel reefs, paddleboard turquoise bays, and beach-hop to spots like Lovango or Christmas Cove, then settle in as the sky lights up over St. Thomas and St. John.

Full Day & Sunset Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
1750
  • Day charter + sunset sail combo
  • Rooftop sun loungers for two
From
$1,750

Sunny Daze — 36′ Macorix Aventura

Full Day BVI Private Charter

Cruise the British Virgin Islands aboard Sunny Daze, a custom 36′ Aventura power catamaran built for a smooth, dry ride. Stop at White Bay on Jost Van Dyke, snorkel caves and reefs, and relax on white sand beaches with oceanfront lunch views. With a wide open deck and seating for up to 12, there's room for the whole group.

Full Day BVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1525
  • Smooth, dry island-hopping ride
  • Visit Lime Out, Pizza Pi & Lovango
From
$1,525

Eslar — 37′ Axopar

Full Day USVI Private Charter

Explore the U.S. Virgin Islands aboard Eslar, a sleek 37′ Axopar built for fast, smooth island hopping. Discover hidden beaches and snorkel spots at your own pace, then retreat to the cabin or stretch out on the forward sun bed. A retractable hardtop lets you choose sun or shade as the day unfolds.

Full Day USVI Private Charter
Powerboat
1
11
St. Thomas
St. John
1450
  • Snorkel The Rhone shipwreck
  • Retractable hardtop, private cabin
From
$1,450

Reef Surfari — Do It All Trip, Snorkel & Pizza Pi

Shared Boat Trip

Do it all on one trip aboard Reef Surfari, Ocean Surfari's 47′ powerboat, on a shared afternoon-to-sunset adventure. Snorkel two spots around St. John National Park and Christmas Cove, grab a fresh pie from Pizza Pi, then cruise into a sunset dance party with the open bar flowing. Departs Red Hook with a Cruz Bay pickup.

Shared Boat Trip
Powerboat
1
30
St. Thomas
St. John
99
  • Snorkel, pizza & famous sunset dance party
  • Two snorkel stops included
From
$99

Riptide — 32′ Topaz Express

Fishing Charter

Get a focused half day on the water aboard Riptide, Drift Charters' 32′ Topaz Express. Work the South Drop and inshore grounds for reef and pelagic species, with morning or afternoon departures. The sportfishing hull's enclosed cabin gives you shade and shelter most center consoles can't — and your captain cleans and bags the catch at the end.

Fishing Charter
Fishing Charter
1
6
St. Thomas
St. John
1050
  • Enclosed cabin for shade & shelter
  • Fish the productive South Drop
From
$1,050

Kaos — 34′ SeaVee

Fishing Charter

Find the fish aboard Kaos, a 34′ SeaVee center console, on a four-hour run. 7:00 AM - 11:00 AM or 2:00 PM - 6:00 PM departures from St. Thomas, St. John, or Lovango. Your captain cleans and bags the catch.

Fishing Charter
Fishing Charter
1
6
St. Thomas
St. John
900
  • Four hours fishing
  • Catch cleaned & bagged
From
$900

Second Wind — 42′ Leopard

Full Day USVI Private Charter

Spend a full day aboard Second Wind, a 2023 42′ Leopard catamaran with a feature most boats don't offer: the crew photographs your group all day and sends you the whole album afterward. Snorkel, paddleboard, and beach-hop around St. Thomas and St. John, spreading out across the skylounge and front and back decks.

Full Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
2450
  • Group photos sent to you after the trip
  • Snorkel stop, beach & Pizza Pi
From
$2,450

Salty Viking — 36′ Aquila

Full Day USVI Private Charter

Step off your cruise ship and onto Salty Viking, a 36′ Aquila power catamaran, for a private day exploring nearby St. John. Meet at Crown Bay Marina and cruise to vibrant reefs, boat-only beaches, and secluded coves — all timed to your ship's schedule. A smooth, stable ride and VIP service make for an easy, unforgettable port day.

Full Day USVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
2700
  • Enjoy Painkillers at the Soggy Dollar
  • Snorkel The Indians & The Baths
From
$2,700

Intrepid — 42′ Fountaine Pajot Astrea

Full Day Jost Private Charter

Sail to the British Virgin Islands aboard Intrepid, a sleek 2023 Fountaine Pajot Astrea — one of the only sailing catamarans that makes the trip to Jost Van Dyke. Spend the day at White Bay, the Soggy Dollar Bar, Foxy's, and Sandy Spit, with snorkeling and swimming in between. Cool off in the air-conditioned interior and stay connected with onboard Starlink.

Full Day Jost Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
2350
  • Rare sailing catamaran to the BVI
  • Rooftop sun loungers for two
From
$2,350

Ocean Breeze — 35′ Contender

Full Day BVI Private Charter

Chase the best of the British Virgin Islands aboard Ocean Breeze, a 35′ Contender built for speed and island hopping. Run out to White Bay on Jost Van Dyke, snorkel caves and reefs, and pull up to beach bars and floating restaurants across the BVI. Twin 300HP engines and a big shaded hardtop keep the ride smooth and comfortable for up to 10 guests.

Full Day BVI Private Charter
Powerboat
1
10
St. Thomas
St. John
1375
  • Snorkel St. John National Park reefs
  • Big shaded hardtop for comfort
From
$1,375

Izulu — 37′ Intrepid

Full Day USVI Private Charter

Cover more ground aboard Izulu, a fast 37′ Intrepid powerboat built for island hopping around St. Thomas and St. John. With twin 300HP Yamahas, your captain can reach more spots in a day — St. John National Park, Lovango, Lime Out, Pizza Pi, and secluded beaches. A dive door and freshwater rinse make the water easy for everyone.

Full Day USVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1050
  • Fast 37′ Intrepid for island hopping
  • Reach more stops in a day
From
$1,050

Down Time — 32′ World Cat 32CC

Full Day Jost Private Charter

Spend a laid-back day on Jost Van Dyke aboard Down Time, a stable 32′ World Cat power catamaran. With a relaxed 11 AM start, hit Foxy's Tamarind Bar, hike to the Bubbly Pool, laze on Sandy Cay and Sandy Spit, and finish with a Painkiller at the Soggy Dollar in White Bay. No early wake-up required.

Full Day Jost Private Charter
Powerboat
1
12
St. Thomas
St. John
1495
  • Snorkel turtles across St. John
  • Visit Lime Out tacos & Pizza Pi
From
$1,495

Makaira — 42′ Renaissance Prowler

Full Day USVI Private Charter

Cruise St. Thomas and St. John in style aboard Makaira, a sleek 42′ Renaissance Prowler. The stable, fast quad-engine hull makes island hopping easy as you snorkel hidden coves, swim white sand beaches, and lounge between stops on extended bow loungers and bean bags. A laid-back, locals-favorite day on the water.

Full Day USVI Private Charter
Powerboat
1
12
St. Thomas
St. John
2100
  • Island hop, snorkel, & visit floating restaurants
  • Bow loungers & bean bags onboard
From
$2,100

Bonus Time — 29′ World Cat 32CC

Full Day USVI Private Charter

Circle the island of St. John on a full, customizable day aboard Bonus Time, a stable 29′ World Cat power catamaran. Snorkel turtle spots like Maho Bay, Waterlemon Cay, and Salt Pond, swim ashore at Cinnamon and Scott Beach, and stop for tacos at Lime Out and pizza at Christmas Cove. Built for an easy, spread-out family day.

Full Day USVI Private Charter
Powerboat
1
10
St. Thomas
St. John
1095
  • Circle St. John in a day
  • Snorkel turtles & Lime Out tacos
From
$1,095

Ripple — 36′ Aquila

Full Day BVI Private Charter

Discover the British Virgin Islands aboard Ripple, a stylish 36′ Aquila power catamaran for up to 12 guests. Your captain and first mate craft the day around iconic stops like Jost Van Dyke, Norman Island, and Virgin Gorda, with world-class snorkeling and beach hopping throughout. Lounge on the bow sun pads or cool off in the air-conditioned cabin.

Full Day BVI Private Charter
Luxury Yacht
Catamaran
Powerboat
1
12
St. Thomas
St. John
3300
  • Sun pads up front, shade toward the back, & an airconditioned cabin
  • Open bar and gourmet charcuterie
From
$3,300

Salty Viking — 36′ Aquila

Private Sunset Cruise

Toast golden hour aboard Salty Viking, a 36′ Aquila power catamaran, on a luxe private sunset cruise through the cays. Enjoy a champagne toast and a generous catered charcuterie spread on deck — or slip in for an evening swim as the Caribbean sun goes down. The islands' most photogenic evening.

Private Sunset Cruise
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
1400
  • Champagne toast at golden hour
  • Catered charcuterie spread on deck
From
$1,400
Catamaran Charter St. Thomas

Sweet Pea — 40′ Voyage

Full Day USVI Private Charter

Sail the U.S. Virgin Islands aboard Sweet Pea, a luxurious 40′ Voyage catamaran. Cruise from St. Thomas or St. John to secluded coves and vibrant reefs — snorkel, paddleboard, swim, or stretch out on the oversized trampolines. A gourmet chef-prepared lunch and full open bar round out a day of easy island luxury.

Full Day USVI Private Charter
Catamaran
1
12
St. Thomas
St. John
1295
  • Oversized trampolines for lounging
  • Gourmet chef-prepared lunch
From
$1,450

Grateful Ted — 60′ Sunseeker

Full Day BVI Private Charter

Experience the British Virgin Islands in true luxury aboard Grateful Ted, a stunning 60′ Sunseeker yacht. Your captain and crew tailor the day around iconic stops like Jost Van Dyke, Norman Island, and Virgin Gorda, with snorkeling, beach hopping, and scenic cruising in between. Lounge on oversized bow cushions or cool off in the air-conditioned salon with a retractable roof.

Full Day BVI Private Charter
Luxury Yacht
1
12
St. Thomas
St. John
5200
  • Visit Jost Van Dyke & Virgin Gorda
  • AC salon with retractable roof
From
$5,200

Riptide — 32′ Topaz Express

Fishing Charter

Go all in on the offshore bite aboard Riptide, Drift Charters' 32′ Topaz Express. From 7 AM to around 3 PM, chase pelagics like marlin, tuna, mahi, and wahoo across the North and South Drops. The enclosed cabin keeps you comfortable on the long run out, and your captain cleans and bags the catch.

Fishing Charter
Fishing Charter
1
6
St. Thomas
St. John
1800
  • Full Day, Bait, Tackle, Gear Included
  • North & South Drops Fishing
From
$1,800

Vibin' — 42′ Aquila

Full Day USVI Private Charter

Spend a high-end day on the water aboard Vibin', a 42′ Aquila power catamaran cruising St. Thomas and St. John. Discover hidden coves, white sand beaches, and reefs full of sea turtles and tropical fish, then cool off in the air-conditioned salon or take in 360° views from the flybridge. Every itinerary is built around your group's vibe.

Full Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
2800
  • 360° views from the flybridge
  • Top-shelf open bar & charcuterie
From
$2,800

Taco Tug — Lime Out Taco Bar Boat

Shared Boat Trip

Climb aboard the Taco Tug, a one-of-a-kind restored 1980s U.S. Navy lifeboat turned island adventure boat — one of the most unique trips in St. Thomas. This relaxed small-group cruise from Crown Bay heads to Honeymoon Beach on Water Island to snorkel with sea turtles, then over to the famous Lime Out floating taco bar for handcrafted tacos and cocktails.

Shared Boat Trip
Powerboat
1
12
St. Thomas
100
  • Snorkel with sea turtles
  • Lime Out floating taco bar
From
$100

Freedom — 45′ Lagoon Flybridge

Full Day USVI Private Charter

Spread out aboard Freedom, a 45′ Lagoon flybridge catamaran with shade, sun, and space to spare. Lounge on the bow trampolines, claim the breezy flybridge seat next to the captain, or relax in the indoor salon. Your captain and crew shape the day around St. John National Park, Christmas Cove, and the reefs in between.

Full Day USVI Private Charter
Catamaran
1
12
St. Thomas
St. John
2040
  • Bow trampolines & breezy flybridge
  • Open bar, paddleboards & floating lounge
From
$2,040

Riptide — 32′ Topaz Express

Fishing Charter

Get more time on the fish aboard Riptide, Drift Charters' 32′ Topaz Express, on a six-hour run. The extra hours open up both the South Drop and North Drop, with morning or afternoon departures. The enclosed cabin keeps you sheltered offshore, and your captain cleans and bags the catch at the end.

Fishing Charter
Fishing Charter
1
6
St. Thomas
St. John
1350
  • Full 8 hours chasing pelagics
  • Enclosed cabin for long days
From
$1,350

Grateful Ted — 60′ Sunseeker

Full Day USVI Private Charter

Take on the U.S. Virgin Islands aboard Grateful Ted, a 60′ Sunseeker luxury yacht built for the ultimate day on the water. Your crew customizes the route — snorkeling crystal-clear reefs, hidden beaches, and floating restaurants only reachable by boat. Lounge on plush bow cushions or escape into the air-conditioned cabin with its retractable roof.

Full Day USVI Private Charter
Luxury Yacht
1
12
St. Thomas
St. John
4800
  • Stunning 60′ Sunseeker luxury yacht
  • AC cabin with retractable roof
From
$4,800

Salty Viking — 36′ Aquila

Full Day BVI Private Charter

Adventure in style across the British Virgin Islands aboard Salty Viking, a 36′ Aquila power catamaran with a fast, smooth hydrofoil-assisted ride. Your captain crafts the day around iconic stops — painkillers at the Soggy Dollar, jumps off the Willy T, snorkeling The Indians, and the boulders of The Baths at Virgin Gorda. Lounge in sun or shade between every stop.

Full Day BVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
3100
  • Visit St. John National Park reefs
  • Stop at Pizza Pi at Christmas Cove
From
$3,100

Maverick — 39′ Nor-Tech

Full Day BVI Private Charter

Chase the best of the British Virgin Islands aboard Maverick, a fast 2023 39′ Nor-Tech powerboat built for speed and modern comfort. Cruise to The Baths at Virgin Gorda, Sandy Cay, and Oil Nut Bay, snorkel The Indians and The Caves, and pull up to beach bars like the Soggy Dollar and Willy T. An electric canopy keeps the aft lounge shaded all day.

Full Day BVI Private Charter
Powerboat
Luxury Yacht
1
12
St. Thomas
St. John
2350
  • Electric canopy over aft lounge
  • Visit The Baths, Sandy Cay & Oil Nut Bay
From
$2,350

Tropic Pearl 36' Aquilla

Half Day USVI Private Charter

Captain Sully and his first mate design every trip around your group — whether that's snorkeling at Christmas Cove, lunch at Lovango, or a quiet afternoon at Maho. Up to 12 guests, full bar, breakfast and charcuterie spreads, and a shaded private cabin below for naps and downtime.

Half Day USVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
1950
  • Kids welcome (3 months and up have sailed)
  • Full bar + gourmet food spreads included
  • Fuel included
From
$1,950

New Magic — 50′ Sea Ray Sundancer

Full Day BVI Private Charter

Take on the British Virgin Islands aboard New Magic, a comfortable 50′ Sea Ray Sundancer. Snorkel the Caves, float up to the Willy T and Soggy Dollar, and finish at The Baths on Virgin Gorda. Stretch out on the bow sun pad when you want sun, or duck into the air-conditioned cabin when you don't.

Full Day BVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
2600
  • Bow sun pad & AC cabin
  • Visit Soggy Dollar Bar & The Baths
From
$2,600

Intrepid — 42′ Fountaine Pajot Astrea

Full Day USVI Private Charter

Explore St. Thomas and St. John aboard Intrepid, a sleek 2023 Fountaine Pajot Astrea catamaran. Your captain and crew customize the day around beaches, hidden coves, and vibrant snorkel spots — snorkel, paddleboard, swim, or lounge with a drink. Cool off in the air-conditioned interior and stay connected with onboard Starlink internet.

Full Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
1550
  • Snorkel, paddleboard & beach-hop
  • Rooftop sun loungers for two
From
$1,550

Sail Meow — 44′ Leopard

Full Day USVI Private Charter

Set out for a full Caribbean day aboard Sail Meow, a luxury 44′ Leopard catamaran. From the east end of St. Thomas, snorkel reefs full of turtles at Christmas Cove, lunch at Scott Beach, and cruise the back side of Lovango. With a chef onboard and a dinghy to ferry you ashore, it's adventure and ease in one.

Full Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
1600
  • Captain, crew, food & drink included
  • Spacious seating with shade & large front deck
From
$1,600

Sea Level — 50′ Ketch-Rigged Monohull

Half Day USVI Private Charter

Set sail on a relaxed 3.5-hour afternoon aboard Sea Level, a classic 50′ ketch-rigged sailing yacht. Cruise the turquoise waters around St. Thomas, snorkel crystal-clear reefs, and float on the water oasis — with the option to pull up to Pizza Pi at Christmas Cove. Hors d'oeuvres, an open bar, and Pedro the pirate dog round out the day.

Half Day USVI Private Charter
Sailboat
1
12
St. Thomas
750
  • Relaxed 3.5-hour afternoon sail
  • Snorkel reefs & stop at Pizza Pi
From
$750

Sea Level — 50′ Ketch-Rigged Monohull

Private Sunset Cruise

Toast the evening aboard Sea Level, a classic 50′ ketch-rigged sailing yacht, on a 2.5-hour private sunset sail from Compass Point Marina. Relax on cushioned deck seating with chilled sparkling wine, South Carolina–style peel-and-eat shrimp, and a premium open bar as the Caribbean sky lights up. Pedro the sailing dog may join you.

Private Sunset Cruise
Sailboat
1
12
St. Thomas
750
  • Sparkling wine at golden hour
  • Peel-and-eat shrimp & hors d'oeuvres
From
$750

Cruzomian — 32′ Intrepid

Full Day BVI Private Charter

Explore the British Virgin Islands aboard Cruzomian, a nimble 32′ Intrepid built for families and groups. Snorkel the Caves and the Indians at Norman Island, float up to the Willy T and Soggy Dollar Bar, and finish among the granite boulders of The Baths at Virgin Gorda. Twin 300 Yamahas and a smart, kid-friendly layout keep the day smooth.

Full Day BVI Private Charter
Powerboat
1
9
St. Thomas
St. John
1350
  • Soggy Dollar Bar & The Baths
  • Easy-access dive door for all
From
$1,350

Makaira — 42′ Renaissance Prowler

Half Day USVI Private Charter

Make the most of a half day aboard Makaira, a sleek 42′ Renaissance Prowler around St. Thomas and St. John. In four hours, your captain hits the beaches and cays near St. John National Park, Christmas Cove, and the best snorkel spots. Stretch out on the bow loungers and bean bags between swims.

Half Day USVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1500
  • Quad engines for fast island hopping
  • Local beer & seltzer provided
From
$1,500

Kaos — 34′ SeaVee

Fishing Charter

Get the best of both worlds aboard Kaos, Drift Charters' 34′ SeaVee center console. Fish the drops in the morning, then spend the afternoon island hopping, snorkeling, and beach stopping. Pull up to floating restaurants like Pizza Pi or Lime Out, or a shore-side lunch at Lovango Cay or Water Island. Built for groups split between fishing and a beach day.

Fishing Charter
Fishing Charter
1
6
St. Thomas
St. John
1400
  • Full 8 hours chasing pelagics
  • North & South Drop offshore
From
$1,400

Moca — 37′ Intrepid

Full Day BVI Private Charter

Explore the British Virgin Islands aboard Moca, a fast 37′ Intrepid center console for up to 12 guests. Snorkel the Caves, float up to the Willy T and Soggy Dollar Bar, and finish among the boulders of The Baths at Virgin Gorda. Triple 350 Yamahas and a roomy bow make island hopping smooth and easy.

Full Day BVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1600
  • Snorkel the Caves & Indians
  • Visit Soggy Dollar Bar & The Baths
From
$1,600

Kaos — 34′ SeaVee

Fishing Charter

Chase the offshore bite aboard Kaos, Drift Charters' 34′ SeaVee center console. From 7 AM to 3 PM, target pelagics like marlin, tuna, mahi, and wahoo across the North and South Drops on a premium offshore-capable hull. Your captain handles everything and cleans and bags the catch.

Fishing Charter
Fishing Charter
1
6
St. Thomas
St. John
1400
  • Full day catching fish
  • Fish the productive South Drop
From
$1,400

Intrepid — 42′ Fountaine Pajot Astrea

Full Day & Sunset Private Charter

Combine a full afternoon of adventure with a golden-hour sail aboard Intrepid, a sleek 2023 Fountaine Pajot Astrea catamaran. Snorkel reefs, paddleboard calm bays, and beach-hop around St. Thomas and St. John, then unwind for a sunset sail. Cool off in the air-conditioned interior and stay connected with onboard Starlink internet.

Full Day & Sunset Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
1750
  • Day charter + sunset sail combo
  • Rooftop sun loungers for two
From
$1,750

Blue Dream — 54′ Jeanneau 54 DS

Half Day USVI Private Charter

Escape for a half day of sailing aboard the 54′ luxury yacht Blue Dream. Your captain and crew tailor the trip around snorkeling coral reefs, swimming turquoise coves, and visiting Christmas Cove — home to sea turtles, tropical fish, and the floating Pizza Pi. A smooth, all-inclusive island adventure in comfort and style.

Half Day USVI Private Charter
Sailboat
1
12
St. Thomas
St. John
895
  • Premium all-inclusive open bar
  • Stops at a floating pizzeria, Pizza Pi
From
$895

Bonus Time — 29′ World Cat 32CC

Half Day USVI Private Charter

Spend a customizable half day around St. John aboard Bonus Time, a stable 29′ World Cat power catamaran. Your captain reads the conditions and picks the North or South Shore — snorkel with turtles at Maho Bay, cruise past Trunk and Cinnamon, or grab a slice at Christmas Cove. A drop-down swim ladder makes getting in and out easy for the whole family.

Half Day USVI Private Charter
Powerboat
1
10
St. Thomas
St. John
795
  • Swim with sea turtles at Maho Bay
  • Visit Christmas Cove & Pizza Pi
From
$795

Moca — 37′ Intrepid

Full Day USVI Private Charter

Discover St. Thomas and St. John aboard Moca, a fast 37′ Intrepid center console for up to 12 guests. Snorkel the reefs around St. John National Park, swing by Christmas Cove for Pizza Pi, and relax at a quiet afternoon beach. Triple 350 Yamahas and a roomy layout keep the day smooth for the whole group.

Full Day USVI Private Charter
Powerboat
1
12
St. Thomas
St. John
1350
  • Visit St. John reefs & Christmas Cove
  • Stop at Lime Out, Pizza Pi & Lovango
From
$1,350

Sweet Pea — 40′ Voyage

Private Sunset Cruise

Toast the evening aboard Sweet Pea, a luxurious 40′ Voyage catamaran, on a two-hour private sunset sail through the U.S. Virgin Islands. Sip champagne and cocktails with hors d'oeuvres as the Caribbean sky turns gold — an intimate evening that feels private even with the whole group aboard.

Private Sunset Cruise
Catamaran
1
12
St. Thomas
St. John
1295
  • Champagne toast at golden hour
  • Oversized trampolines for lounging
From
$1,295

Kaos — 34′ SeaVee

Fishing Charter

Get a focused 3/4 day on the water aboard Kaos, Drift Charters' 34′ SeaVee center console. Work the South Drop and inshore grounds for reef and pelagic species, with morning (7am-1pm) or afternoon (12–6 PM) windows. Your captain supplies everything and cleans and bags the catch at the end.

Fishing Charter
Powerboat
1
6
St. Thomas
St. John
1200
  • Six hours on the drops
  • Catch cleaned & bagged
From
$1200

Bama Breeze — 35′ Scout

Full Day USVI Private Charter

Spend a full, customizable day around St. Thomas and St. John aboard Bama Breeze, a 35′ Scout (fully refit in 2025) with a knowledgeable local captain. Snorkel vibrant reefs, swim with turtles, relax on secluded beaches, and pull up to popular beach bars and hidden gems — all at your own pace.

Full Day USVI Private Charter
Powerboat
1
10
St. Thomas
St. John
995
  • Freshly refit 35′ Scout powerboat
  • Beach bars & hidden gems
From
$995

Tropic Pearl 36' Aquilla

Full Day USVI Private Charter

Captain Sully and his first mate design every trip around your group — whether that's snorkeling at Christmas Cove, lunch at Lovango, or a quiet afternoon at Maho. Up to 12 guests, full bar, breakfast and charcuterie spreads, and a shaded private cabin below for naps and downtime.

Full Day USVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
2900
  • Fuel included, kids welcome
  • Full bar + gourmet food spreads included
From
$2,900

Ocean Breeze — 35′ Contender

Full Day USVI Private Charter

Explore the U.S. Virgin Islands aboard Ocean Breeze, a fast 35′ Contender built for island hopping. Cruise the reefs around St. John National Park, stop at Christmas Cove for Pizza Pi, and relax on pristine white sand beaches. Twin 300HP engines and a big shaded hardtop keep the ride smooth for up to 10 guests.

Full Day USVI Private Charter
Powerboat
1
10
St. Thomas
St. John
1175
  • Snorkel caves, reefs & beach bars
  • Big shaded hardtop for comfort
From
$1,175

Blue Dream — 54′ Jeanneau 54 DS

Full Day USVI Private Charter

Spend a full day sailing the U.S. Virgin Islands aboard the 54′ luxury yacht Blue Dream. Your captain and crew customize the route to the best beaches, hidden coves, and snorkel spots around St. John National Park, including turtle-filled Christmas Cove. All-inclusive, with a premium open bar and a fresh gourmet hot lunch served onboard.

Full Day USVI Private Charter
Sailboat
1
12
St. Thomas
St. John
1295
  • Snorkel Christmas Cove with turtles
  • Fresh gourmet hot lunch onboard
From
$1,295

Second Wind — 42′ Leopard

Full Day USVI Private Charter

Get a six-hour run aboard Second Wind, a 2023 42′ Leopard catamaran whose crew photographs your group all day and sends you the album afterward. Snorkel, paddleboard, and beach-hop around St. Thomas and St. John, with room to spread out across the skylounge and front and back decks.

Full Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
1850
  • Skylounge plus front & back decks
  • Snorkel, paddleboard & beach-hop
From
$1,850

Ramble On — 43′ Formula SSC

Full Day USVI Private Charter

Cruise St. Thomas and St. John aboard Ramble On, a powerful 43′ Formula SSC built for a fast, smooth ride. Spend the day snorkeling coral reefs, swimming hidden coves, and island hopping to spots like Pizza Pi and Lovango — then retreat to the air-conditioned cabin between stops. Your captain and crew deliver first-class service all day long.

Full Day USVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
3900
  • Visit Soggy Dollar Bar & Willy T
  • Air-conditioned cabin to cool off
From
$3,900

Vibin' — 42′ Aquila

Private Sunset Cruise

Watch the sky turn over the U.S. Virgin Islands aboard Vibin', a 42′ Aquila power catamaran built for luxury. Take in 360° views from the flybridge, cool off in the air-conditioned salon, and relax across shaded lounges with a top-shelf cocktail and a charcuterie spread as the sun sets in shades of orange, pink, and gold.

Private Sunset Cruise
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
2800
  • Visit Jost Van Dyke & Virgin Gorda
  • Top-shelf open bar & hors d'oeuvres
From
$1,400

Riptide — 32′ Topaz Express

Fishing Charter

Get two trips in one aboard Riptide, Drift Charters' 32′ Topaz Express. Spend the morning fishing the drops, then switch gears for an afternoon of island hopping, snorkeling, and beach stops. Pull up to floating restaurants like Pizza Pi or Lime Out, or a shore-side lunch at Lovango Cay or Water Island. Perfect for groups split between fishing and beach days.

Fishing Charter
Fishing Charter
1
6
St. Thomas
St. John
1800
  • Fishing & Snorkeling
  • Two Boat Days in One Day
From
$1,800

Bama Breeze — 35′ Scout

Full Day Jost Private Charter

Spend the day on legendary Jost Van Dyke aboard Bama Breeze, a 35′ Scout (fully refit in 2025). Beach-hop to White Bay and the iconic Soggy Dollar Bar, lunch at Foxy's Taboo, soak in the natural Bubbling Pool, and laze on secluded Sandy Spit. A laid-back, family-friendly day in one of the Caribbean's most beloved spots.

Full Day Jost Private Charter
Powerboat
1
10
St. Thomas
St. John
1450
  • Freshly refit 35′ Scout powerboat
  • Beach bars & hidden gems
From
$1,450

Northside — 37′ Axopar

Full Day USVI Private Charter

Explore the North Shore of St. Thomas and St. John aboard Northside, a high-performance 37′ Axopar. Swim with sea turtles at Christmas Cove and Maho Bay, cliff jump into turquoise water, and stop for tacos at Lime Out or a slice at Pizza Pi. Fast, smooth cruising with flexible 4, 6, or 8-hour options.

Full Day USVI Private Charter
Powerboat
1
11
St. Thomas
St. John
1000
  • Swim with sea turtles at Maho Bay
  • Stop at Lime Out & Pizza Pi
From
$1,000

Bama Breeze — 35′ Scout

Private Sunset Cruise

Wind down with a private 2.5-hour sunset cruise aboard Bama Breeze, a 35′ Scout (fully refit in 2025), departing Compass Point Marina. Cruise the coastline slowly with a drink in hand as the sky turns orange, pink, and purple over the U.S. Virgin Islands.

Private Sunset Cruise
Powerboat
1
10
St. Thomas
St. John
675
  • Cruise the coast at golden hour
  • Onboard bathroom, family-friendly
From
$675

Northside — 37′ Axopar

Full Day BVI Private Charter

Cross to the British Virgin Islands aboard Northside, a high-performance 37′ Axopar built for fast, smooth cruising. Depart the USVI and spend the day at Jost Van Dyke, Norman Island, Virgin Gorda, and The Baths — snorkeling reefs, swimming turquoise coves, and stopping at beach bars like the Soggy Dollar and Willy T.

Full Day BVI Private Charter
Powerboat
1
11
St. Thomas
St. John
1800
  • Visit Jost Van Dyke & The Baths
  • Snorkel reefs & beach-hop
From
$1,800

VI Cat — 54′ Gold Coast Yacht

Shared Boat Trip

Set sail into the sunset aboard VI Cat, a spacious 54′ Gold Coast catamaran, for a two-hour shared dinner cruise off St. Thomas. Cruise Charlotte Amalie Harbor and the coastline as the sky turns gold, with a full island-inspired dinner and drinks served onboard. The only catered sunset dinner sail in the fleet — ideal for date nights and celebrations.

Shared Boat Trip
Catamaran
1
80
St. Thomas
85
  • Snorkel with green sea turtles
  • Beginner-friendly gear & guidance
From
$85

Bama Breeze — 35′ Scout

Full Day BVI Private Charter

Island-hop the British Virgin Islands aboard Bama Breeze, a 35′ Scout (fully refit in 2025) with a local captain at the helm. Snorkel the Caves at Norman Island, climb the boulders of The Baths at Virgin Gorda, and pull up to legendary beach bars like the Willy T and Soggy Dollar. A comfortable, family-friendly day across the BVI.

Full Day BVI Private Charter
Powerboat
1
10
St. Thomas
St. John
1450
  • Freshly refit 35′ Scout powerboat
  • The Baths & the Caves
From
$1,450

Sail Meow — 44′ Leopard

Private Sunset Cruise

Unwind into golden hour aboard Sail Meow, a spacious 44′ Leopard catamaran, on an intimate two-hour sunset sail around St. Thomas and St. John. Lounge in sun or shade with a cocktail in hand as warm Caribbean breezes and sunset colors roll across the water.

Private Sunset Cruise
Catamaran
Luxury Yacht
1
12
St. Thomas
800
  • Snorkel Christmas Cove with sea turtles
  • Fresh grilled lunch onboard
From
$800

Sea Level — 50′ Ketch-Rigged Monohull

Full Day USVI Private Charter

Sail the U.S. Virgin Islands aboard Sea Level, a classic 50′ ketch-rigged sailing yacht and the flagship of Happy Island Charters. Spend the day snorkeling reefs, swimming secluded coves, and floating on the water oasis, then sit down to their famous gourmet Lowcountry Boil with Caribbean lobster. You might even sail with Pedro, the resident pirate dog.

Full Day USVI Private Charter
Sailboat
1
12
St. Thomas
St. John
1500
  • Gourmet Lowcountry Boil with Lobster
  • Floating oasis & paddleboard
From
$1,500

Maverick — 39′ Nor-Tech

Full Day USVI Private Charter

Explore St. Thomas and St. John aboard Maverick, a fast 2023 39′ Nor-Tech powerboat. Swim with sea turtles, stingrays, and reef fish over coral gardens and shipwrecks, then pull up to floating spots like Lime Out, Pizza Pi, and Dinghy's on Water Island. The electric canopy and modern amenities keep the day comfortable and quick between stops.

Full Day USVI Private Charter
Powerboat
Luxury Yacht
1
12
St. Thomas
St. John
2050
  • Swim with turtles & stingrays
  • Visit Lime Out, Pizza Pi & Dinghy's
From
$2,050

Enchantment — 58′ Viking Princess

Full Day USVI Private Charter

Spend a full day in refined comfort aboard Enchantment, a spacious 58′ Viking Princess. Lounge across the large cockpit, aft sun pad, and bow seating, or escape the heat in the fully air-conditioned interior with a galley and full bathroom. Your captain and crew tailor the route to the day's conditions and your group's interests.

Full Day USVI Private Charter
Luxury Yacht
Powerboat
1
12
St. Thomas
St. John
2805
  • Fully air-conditioned cabin & galley
  • Premium open bar & catering
From
$2,805

Second Wind — 42′ Leopard

Half Day USVI Private Charter

Spend a polished half day aboard Second Wind, a 2023 42′ Leopard catamaran whose crew photographs your group and sends you the album afterward. In four hours, hit a snorkel stop, a quick beach, and maybe Pizza Pi — with plenty of room across the skylounge and front and back decks.

Half Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
1850
  • Group photos sent to you after the trip
  • Snorkel, paddleboard & beach-hop
From
$1,450

Kindred Spirit II — 46′ Leopard

Full Day USVI Private Charter

Spend a full day exploring St. Thomas and St. John aboard Kindred Spirit II, a 46′ Leopard sailing catamaran. Your captain and crew build the day around picturesque beaches, hidden coves, and vibrant snorkeling spots — snorkel, paddleboard, swim, or simply lounge with a drink as the Caribbean breeze carries you across turquoise water.

Full Day USVI Private Charter
Catamaran
Luxury Yacht
1
12
St. Thomas
St. John
1550
  • Plenty of space shaded & unshaded
  • Snorkel, paddleboard & beach-hop
From
$1,550
No charters match your filters
Try adjusting a filter or two — there's a perfect charter out there waiting for you.