easy
2–3 hours
Suitable for all fitness levels; minimal physical effort required mainly for boarding and disembarking.
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.
Experience an unforgettable private sunset sail in the stunning waters of St. Thomas, U.S. Virgin Islands, aboard a classic sailing yacht with Happy Island Charters. This exclusive boat tour offers breathtaking Caribbean vistas as the sun dips below the horizon, coloring the sky in hues of orange and pink. Relax on the spacious foredeck with comfortable seating and savor a delicious menu featuring fresh South Carolina shrimp paired with sparkling wine. The friendly crew ensures a smooth and memorable journey, while Pedro, the charming sailing dog, adds a unique touch to the adventure. Whether you're celebrating a special occasion or simply seeking tranquility on the water, this private sailing experience blends relaxation, luxury, and scenic beauty, making it ideal for couples, friends, or families looking for an intimate escape. Make the most of the gentle ocean breeze, panoramic views, and serene ambiance during this 2–3 hour cruise, creating memories that will last a lifetime.
Plan to arrive at the dock at least 15 minutes before departure to complete check-in smoothly.
Choose comfortable clothes made from breathable fabrics to stay cool during the sail.
If you are prone to seasickness, consider taking medication beforehand or bring ginger candies.
Use waterproof cases or bags to protect your camera and phone from splashes.
St. Thomas was an important hub in Caribbean trade during the colonial era and retains many cultural influences from Danish rule.
Happy Island Charters practices eco-friendly sailing techniques to minimize fuel use and supports local marine protection initiatives.
Protect your skin from strong Caribbean sun exposure during the sail.
summer specific
Ideal for cooler breezes, especially during the evening return.
fall specific
Keeps your phone safe from unexpected splashes and saltwater.
Provides safe footing on wet boat surfaces during boarding and sailing.