St. Thomas private boat tours


Experience the Magic of a Caribbean Sunset on the Water

There’s nothing quite like watching the sun dip below the Caribbean horizon from the deck of our sailboat the “Frances Anne”. Our St. Thomas sunset sailing cruise offers the perfect ending to your day in paradise. Departing from the stunning Sapphire Beach on St. Thomas’s east end, you’ll sail the pristine waters between St. Thomas and St. John as the sky transforms into brilliant shades of orange, pink, and purple.

Whether you’re celebrating a special occasion, looking for a romantic experience, or simply want to enjoy the natural beauty of the US Virgin Islands from the best seat possible, our sunset sail provides an intimate and unforgettable way to experience island life. Feel the gentle trade winds, listen to the water against the hull, and watch as the islands are bathed in golden light.


The Sunset Sailing Experience

Departure from Sapphire Beach

Your journey begins at Sapphire Beach, one of St. Thomas’s most beautiful locations. The convenient east-end location offers easy access, ample parking, and stunning views right from shore. Our crew will greet you at the beach and help you board our vessel, ensuring you’re comfortable and ready for your sail.

Sailing the Virgin Islands Waters

As we set sail from Sapphire Beach, you’ll immediately understand why the Virgin Islands are world-renowned for sailing. The protected waters between St. Thomas and St. John offer ideal conditions for a smooth, enjoyable cruise. We’ll position the boat to give you the best possible views of the sunset while you relax and take in the scenery. You might spot sea turtles, dolphins, or rays as we glide through the crystal-clear Caribbean waters.

The Golden Hour

As the sun begins its descent, the entire seascape transforms. The islands of St. Thomas and St. John create a dramatic silhouette against the colorful sky. This is the moment sailors and photographers dream about – when everything is bathed in warm, golden light. Your captain will position the boat perfectly, allowing you to capture photos, enjoy cocktails, or simply soak in the peaceful atmosphere.

Comfort and Hospitality

Throughout your cruise, enjoy complimentary beverages and light refreshments as you relax on deck. Our experienced crew handles all the sailing while you focus on the experience. Whether you want to learn about sailing, hear stories about the islands, or simply enjoy quiet conversation with your group, we create the atmosphere you’re looking for.


Cruise Details

Duration: Approximately 2 hours, timed perfectly to capture the full sunset experience

Departure: Sapphire Beach, St. Thomas, USVI – easy to find with convenient parking available

Sailing Area: Waters surrounding St. Thomas and St. John, including views of the Virgin Islands National Park

Included: Professional captain and crew, beverages (including rum punch, beer, wine, and soft drinks), light snacks, all safety equipment, and a sunset you’ll never forget

Group Size: Small groups up to 6 for an intimate experience – private charters & larger Group Sizes available

What to Bring: Sunscreen, camera, light jacket for the breeze, and your sense of adventure!

Book the sunset cruise

Our Reviews


Why Sail with VI Day Sailing?

VI Day Sailing specializes in creating memorable experiences on the water around St. Thomas and St. John. As locals who have spent years exploring these waters, we know exactly where to position the boat for the best views, when the conditions are ideal, and how to make your time on the water special. Our commitment to small groups ensures personalized attention and a more intimate experience than the crowded commercial tours.

Sapphire Beach provides the perfect launching point for our sunset cruises. Unlike departures from Charlotte Amalie or other crowded harbors, Sapphire Beach offers quick access to open water and the beautiful sailing grounds between the islands. You’ll spend more time sailing and less time motoring through harbors.


Perfect for Special Moments

Our St. Thomas sunset sailing cruise creates the ideal setting for romantic evenings, marriage proposals, anniversary celebrations, family gatherings, or simply enjoying one of nature’s most beautiful displays. Many guests tell us their sunset sail was the highlight of their Virgin Islands vacation. There’s something magical about being on the water as day turns to night, surrounded by the natural beauty of the Caribbean.


Book Your Sunset Sailing Cruise

Sunset sails are our most popular offering and fill up quickly, especially during peak season. We recommend booking in advance to secure your preferred date. Whether you’re planning months ahead or looking for availability during your current visit to St. Thomas, we’re here to help make your sunset sailing experience perfect. Ready to sail into the sunset? Book Your Sunset Cruise. Questions about our sunset sails?  Contact us – we’re happy to help you plan the perfect evening on the water.

We can Accommodate Larger Groups – up to 18 People!

Explore More Sailing Options

Looking for a longer adventure? Check out our full day sailing charter or combine the best of both with our full day sail with sunset add-on. We also offer private charters for a truly personalized experience. Learn more about sailing from Sapphire Beach and discover why this location is perfect for exploring the Virgin Islands.


Frequently Asked Questions

Our sunset sailing cruises depart from Sapphire Beach in St. Thomas, conveniently located on the east end of the island with easy access and parking.

Departure times vary based on the season and sunset time. Typically, we depart 1.5 to 2 hours before sunset to give you the full golden hour experience on the water. We’ll provide exact departure times when you book.

We sail the beautiful waters between St. Thomas and St. John, giving you views of both islands while enjoying the Caribbean sunset. Our route takes advantage of the best vantage points for sunset viewing and calm water conditions.

Your sunset cruise includes beverages (rum punch, beer, wine, soft drinks), light refreshments, professional captain and crew, all safety equipment, and an unforgettable Caribbean sunset experience.

Yes, families are welcome on our sunset sails. The calm evening conditions make it ideal for all ages. However, we recommend considering your children’s comfort with being on the water in the evening.

Absolutely! Private sunset charters are available and popular for proposals, anniversaries, and special celebrations. Contact us for private charter details and pricing.

Your safety is our priority. If weather conditions are unsuitable for sailing, we’ll work with you to reschedule or provide a full refund. Caribbean weather is usually predictable, and our experienced captains make the final call.

Bring sunscreen, a camera for those stunning sunset photos, and perhaps a light jacket as it can get breezy on the water. We provide everything else you’ll need for a comfortable cruise.

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STARTing AT ONLY $129 pp
GO PRIVATE FROM $695
more than 6? click here
  • Open Bar
  • Charcuterie Board
  • Great Music