Private Sunset Sailing in the U.S. Virgin Islands - Charlotte Amalie

Private Sunset Sailing in the U.S. Virgin Islands

Charlotte Amalieeasy

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.

Details

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.

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

Hidden Gems

  • Little St. James Island - a secluded spot visible during the sail
  • Secret hiking trails near Crown Mountain with panoramic views

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.

Frequently Asked Questions

Photography Tips

Best Times

Golden hour
sunset
early evening

Best Viewpoints

  • Foredeck of the yacht for unobstructed ocean and sky views
  • Near Magen's Bay coastline for lush greenery background
  • Dockside at Charlotte Amalie before or after the sail

What to Photograph

Colorful Caribbean sunset skies
The sailing yacht and its traditional rigging
Pedro the sailing dog interacting with guests

Recommended Gear

Sunscreen

Essential

Protect your skin from strong Caribbean sun exposure during the sail.

summer specific

Light Jacket

Essential

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

Essential

Provides safe footing on wet boat surfaces during boarding and sailing.

Book Now