1. Charter name

Sea Level — 50′ Ketch-Rigged Monohull

2. Trip Type
Private Sunset Cruise
Starting from
$750
3. Starting From
4. Short DEscription

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.

5. Hightlight
What Makes This One Special
  • Classic 50′ ketch-rigged sailing yacht
  • Sparkling wine at golden hour
  • Peel-and-eat shrimp & hors d'oeuvres
  • Sail with Pedro, the boat dog
Duration
Private Sunset Cruise 1-2 hours
6. Trip duration
Guests
Up to 12
Guests
7. Capacity
Crew
Captain + Crew
8. Crew
Boat Type
Sailboat
9. Boat type

Quick Details

Starting From:

$750

3. Starting From

Capacity:

Up to 12

Guests

7. Capacity

Duration:

5:00 PM - 7:00 PM

10. duration

Departs From:

St. Thomas - Compass Point Marina
11. Departs from

What's Included

  • Base price is for up to 4 people; $50/person for each additional guest up to 10
  • Chilled sparkling wine and a premium open bar — beer, wine, cocktails, soda, and water
  • Hors d'oeuvres, South Carolina–style peel-and-eat shrimp, and a dessert selection
  • Cushioned deck seating, towels, and an onboard restroom are available for your comfort
  • Fuel is included
12. What's included

Additional Costs

  • Gratuity for your captain.
13. Additional Costs

Cancellation Policy

Customers will receive a full refund with 24 hours notice of cancellation.

14. Cancellation policy

Amenities

Snorkel Gear
Paddleboards
Towels
Air Conditioning
Freshwater Rinse
Life Vests
Floats & Noodles
Restroom
15. Amenities

Charter information

1. Charter name
Sea Level — 50′ Ketch-Rigged Monohull
Private Sunset Cruise
2. Trip type

Starting from

3. Starting from
$750

About

13. Long description

Sea Level is a classic 50′ ketch, and the sunset sail is its most charming hour. Settle into the cushioned deck with a glass of sparkling wine and South Carolina–style peel-and-eat shrimp as the boat sails easy along the coast and the sky turns. It's relaxed and unfussy — a real sailing yacht with character rather than a polished party boat — and Pedro the pirate dog may come along for the ride. For couples and small groups who want a genuine, low-key sunset sail with a little personality to it, this is the one.

This Trip Works Best For

17. This Trip Works Best For
Couples
Families with Kids
Friend Groups
Wedding Parties
Locals
Celebrations

Standard itineraries

18. Standard itineraries

Scenic cruising along the coastline and nearby cays; relaxing onboard with sparkling wine, cocktails, and hors d'oeuvres; watching the Caribbean sunset from the yacht's spacious deck seating; enjoying music, ocean breezes, and panoramic island views; cruising back toward the marina as the sun sets and the evening lights begin to appear around St. Thomas.

Add-ons and upgrades

19. Add-ons and upgrades

N/A

What's included

12. What's included
  • Base price is for up to 4 people; $50/person for each additional guest up to 10
  • Chilled sparkling wine and a premium open bar — beer, wine, cocktails, soda, and water
  • Hors d'oeuvres, South Carolina–style peel-and-eat shrimp, and a dessert selection
  • Cushioned deck seating, towels, and an onboard restroom are available for your comfort
  • Fuel is included

Additional Costs

13. Additional cost
  • Gratuity for your captain.

Duration

10. Duration

5:00 PM - 7:00 PM

Departs from

11. Departs from
St. Thomas - Compass Point Marina

What to bring

20. What to bring
  • Make sure you're ready to take some great photos aboard a beautiful sunset sail!

Check in instructions

21. Check in instructions

Park at Compass Point Marina or take a taxi. Call your Captain upon arrival at Compass Point, they will direct you to the boat. Your Captain's contact number will be in your confirmation email.

Parking info

22. PArking info

Free parking is available but limited. If you can take a taxi that will be easiest.

Dock fees & Dock fee amount

23 Dock Fees (if applicable)

N/A

What is the cancellation policy?

Customers will receive a full refund with 24 hours notice of cancellation.

14. Cancellation policy

What happens after I book?

This listing has instant booking! Once you book, you'll receive an instant email confirmation with all the details you need for your perfect day on the water. You will have your Captains number, marina departure address, and can reach out for anything you need before the charter.

24. What happens after I book?

Can we bring our own food and drinks?

Yes, though this sunset cruise is heavy on food and drinks so you should not need to bring any.

25. Can we bring our own food and drinks

Have more questions about this boat?

We're here to make sure you have all the info you need. Click the button below to get connected to a boat concierge.

Ring the Concierge

What guests are saying about this trip

Real experiences from guests who’ve explored this trip with us

"What a fantastic day on the water!! Party of 8 — everything taken care of all day. Fancy, the Captain, was so professional with many stories of the islands. Lindsay, the first mate, was kind, helped with snorkels, made drinks, appetizers, and took many pictures. Six days on St Thomas and this was by far our favorite day!! Thanks so much Fancy, Lindsay and Pedro 🐶"— Kristin G.

"I cannot express enough gratitude to Jonathan and Fancy for the amazing experience. Always made sure we were well hydrated with cocktails in hand and provided everything we could ever need. The word that comes to mind is simply magical. Snorkeling and swimming amongst sea turtles and stingrays. Not a single negative thing to say."— Nora D.

"This boat day was the family favorite! Fancy, Savannah and Pedro were amazing. The food was fabulous. Fancy gave us lots of history and knowledge of the islands as we sailed. My 12-year-old even got a small sailing lesson. Snorkeling was fantastic."— Breanne F.

"We got married on the Happy Island Charters sailboat, Sea Level, and it was a fantastic experience. Captain Fancy and Pedro made the whole experience so fun and relaxing, and the boat was gorgeous and comfortable."— Ella B.

"Capt Fancy was amazing. We had such a great day and it was so CHILL. We ate great food, drank, bought a rash guard, snorkeled and just hung out sailing around St Thomas. And Pedro, part stuffed animal, was a real treasure. Fancy was very engaging and had great stories. A very fun day. Not to be missed."— Seth S.

"Without a doubt, Happy Island Charters is the BEST of the best! My family count our trips with Fancy as FIRST place of all our times on island. The company, amenities, beverages, and food were ALL TOP NOTCH! We look forward to booking again."— Jacqueline S.

"We had the best time last week sailing with Captain Fancy and Pedro, his canine First Mate. So fun and relaxing and the boil was amazing. One of the best meals we had on the island."— Bri P.