Private Sunset Sailing in the U.S. Virgin Islands
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for all fitness levels; minimal physical effort required mainly for boarding and disembarking.
Overview
Set sail on a private sunset cruise around St. Thomas with Happy Island Charters. Enjoy Caribbean views, fresh shrimp, and sparkling wine as the sun dips below the horizon.
Sailing Yacht - Sunset Sail
2.5 Hours • Private groups up to 10
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Adventure Photos
About This Adventure
Embark on a private sunset sailing adventure in the Virgin Islands aboard a classic yacht. Enjoy stunning Caribbean views, a delicious menu featuring South Carolina shrimp, and sparkling wine. Relax on the spacious foredeck with comfortable seating, while our friendly crew and Pedro, the sailing dog, create unforgettable memories.
Rates $750 for two guests, $150 each additional passenger.
- Private charter.
- 10 person maximum.
Duration 2.5 Hours
About Experience the breathtaking beauty of the Virgin Islands at sunset aboard our classic sailing yacht. This private charter is the perfect way to enjoy the stunning views of the Caribbean sea, and our carefully crafted menu of hors d'oeuvres, South Carolina style peel and eat shrimp, and desserts, complemented by a chilled glass of sparkling wine from our premium bar, make this the perfect way to unwind and relax with your loved ones.
As you sail into the orange and pink hues of the sunset, take in the beauty of the tropical landscape from our spacious foredeck, complete with comfortable seating and bean bag chairs. Our crew of experienced sailors will ensure that you have a safe and comfortable voyage, while Pedro, our famous sailing dog, will be on board to greet you and make your experience unforgettable.
Adventure Tips
Arrive Early for Check-In
Plan to arrive at the dock at least 15 minutes before departure to complete check-in smoothly.
Wear Light, Breathable Clothing
Choose comfortable clothes made from breathable fabrics to stay cool during the sail.
Bring Seasickness Remedies
If you are prone to seasickness, consider taking medication beforehand or bring ginger candies.
Protect Your Electronics
Use waterproof cases or bags to protect your camera and phone from splashes.
Local Insights
Wildlife
- Green sea turtles often spotted swimming nearby
- Frigatebirds soaring over the hillsides
History
St. Thomas was an important hub in Caribbean trade during the colonial era and retains many cultural influences from Danish rule.
Conservation
Happy Island Charters practices eco-friendly sailing techniques to minimize fuel use and supports local marine protection initiatives.
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Adventure Hotspots in Charlotte Amalie
Frequently Asked Questions
Recommended Gear
Sunscreen
Protect your skin from strong Caribbean sun exposure during the sail.
summer specific
Light Jacket
Ideal for cooler breezes, especially during the evening return.
fall specific
Waterproof Phone Case
Keeps your phone safe from unexpected splashes and saltwater.
Comfortable Non-Slip Shoes
Provides safe footing on wet boat surfaces during boarding and sailing.