Imagine setting off at 4:00 pm on a beautiful Caribbean evening, aboard a classic tall ship gliding through the turquoise waters of St. Croix. For just $55 per person, you’ll enjoy roughly two hours of fresh sea air, spectacular sunset views, and the chance to get hands-on by helping raise the sails or steering the ship. Guided by an experienced crew, this sail offers an engaging blend of tradition, nature, and fun — all while supporting educational programs for local youth through the World Ocean School.
What makes this experience genuinely special? First, you get to participate actively—whether by helping hoist the sails or taking the helm. This isn’t a passive cruise; it’s a chance to connect with maritime tradition. Second, the stunning sunset views over the coast of St. Croix are unforgettable, bathing the scenery in warm, golden light. One of the many reasons we love this trip is its balanced offering of education and relaxation — you’ll learn something about seamanship and ocean stewardship, all while having a relaxing, social time.
A possible consideration? The $55 price includes the sailing experience but not alcoholic drinks, which are available for purchase onboard. Also, since the tour is weather-dependent, poor weather could mean rescheduling or a refund. This sail suits adventurous families, couples, or groups of friends seeking an authentic maritime activity that combines fun, scenic beauty, and a sense of purpose.
Key Points

- Active maritime experience with optional participation in sailing tasks
- Spectacular sunset views over St. Croix’s coast
- Supports local youth education programs through ticket sales
- Hands-on involvement with the crew, including helping raise sails or steering
- Affordable at $55 for a memorable two-hour adventure
- A family-friendly activity suitable for all ages and interests
The Experience in Detail: Sailing in St. Croix

Setting Sail from the Heart of St. Croix
Your adventure begins at a convenient meeting point on Mt Welcome Rd, with the Tall Ship Denis Sullivan waiting to take you on a memorable journey. The vessel itself is a treat — a classic Great Lakes schooner that’s become a symbol of maritime tradition. The crew is welcoming and eager to share their knowledge, making you feel at home on the water from the moment you step aboard.
What to Expect During the Two Hours
The tour is designed to maximize your engagement and enjoyment. As the sun begins to dip, the crew will invite you to help raise the sails — a satisfying task that connects you with centuries of sailing history. If you prefer, you can simply relax on deck, savoring the breeze and the stunning coastline views. Many guests enjoy taking photos of the sunset, watching the rocks and hills glow as daylight fades.
Learning and Participating
The crew onboard is described as “wonderful, attentive, friendly, engaging, and knowledgeable” — a crucial aspect that elevates the experience. Their openness to letting guests take the wheel or help with the sails makes for a memorable hands-on activity. This feature appeals especially to those who want more than just a sightseeing cruise; it’s about connecting with the maritime craft.
Scenic Highlights
Expect to see the coast of St. Croix from a fresh perspective, with the sunset illuminating the horizon. The warm Caribbean breeze is ever-present, adding to the relaxed, joyful atmosphere. As Sarah_K described, it was a “perfect evening on a gorgeous boat,” emphasizing the visual and sensory delights of this sail.
Additional Features
The experience includes a restroom onboard, which is always appreciated on a boat. For those wanting to toast the sunset, a cash bar offers local beers, wine, and the “Sullivan Special” cocktail — though drinks are additional. Merchandise is available if you want a keepsake, but the real value is in the memories made.
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Why This Sail Stands Out

Authentic Sailing Tradition
Unlike many tourist cruises that are purely passive, this tour invites you to participate actively. Whether helping hoist the sails or steering, you gain a sense of achievement and understanding of maritime skills. Many reviews highlight how engaging and fun this is, making it suitable for families and curious travelers alike.
Scenic, Sunset-Driven Beauty
The timing at 4:00 pm ensures you’re on the water during the most photogenic light of the day. The glow of the sunset over the coastline creates a magical backdrop that guests find both calming and inspiring.
Supporting a Good Cause
All ticket proceeds go toward educational programs for St. Croix youth, providing an extra layer of meaning. It’s a way to give back while enjoying a memorable experience.
Value for Money
At just $55, the experience offers exceptional value — combining scenic beauty, hands-on sailing, and a supportive mission. The price makes it accessible to a wide range of travelers seeking an authentic maritime adventure.
Additional Practical Details
Duration & Timing
The tour lasts approximately 2 hours, starting at 4:00 pm. This timing is ideal for catching the sunset and enjoying a relaxed evening on the water.
Group Size & Atmosphere
With a maximum of 50 travelers, it feels intimate enough for personal interaction with the crew but lively enough to meet fellow travelers. Many reviews mention the friendly, engaging crew, which enhances the overall atmosphere.
Booking & Cancellation
Booking could not be easier with a mobile ticket, and free cancellation is available if you change your mind at least 24 hours in advance. Weather can influence the trip, but the provider offers options for rescheduling or refunds.
Accessibility & Inclusion
Most travelers can participate, and service animals are allowed, making it accessible for many guests.
Who Should Book This Experience?

This sail is perfect for adventurous travelers eager to learn about maritime traditions while enjoying stunning sunset views. It’s especially well-suited for families with children, couples seeking a romantic outing, or groups of friends wanting a fun, engaging activity. Those interested in supporting educational programs will appreciate the added purpose behind their ticket.
If you’re after a relaxing cruise with a touch of hands-on fun and beautiful scenery, this tour hits the mark. It’s also a great value considering the immersive nature and the fact that it’s about more than just sightseeing — it’s an experience rooted in tradition and community.
Frequently Asked Questions

What is included in the ticket price?
The ticket fee covers the sailing experience, supporting local educational programs, access to the boat, and use of onboard restroom facilities. Drinks and merchandise are available for purchase but are not included.
Can I help with the sails or steering?
Yes. The crew encourages guests to take part in raising the sails and help steer the ship if they wish. It’s a hands-on experience designed to be engaging and fun.
Is this suitable for children?
Most travelers can participate, and the reviews mention that it’s good for all ages. It’s a casual, family-friendly outing suitable for kids who are comfortable on boats.
What should I wear?
Bring comfortable clothing suitable for the weather. Layers are recommended since it can be breezy on the water. Don’t forget sunscreen and sunglasses for daytime or late afternoon.
Is alcohol available onboard?
Yes, a cash bar offers local beers, wine, and a special cocktail, but drinks are not included in the ticket price.
What happens if the weather is bad?
The tour is weather-dependent. If canceled due to weather, you’ll be offered a different date or a full refund. It’s best to check the weather forecast before booking.
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Final Thoughts

The Sunset Sail aboard the Tall Ship Denis Sullivan in St. Croix is a genuinely enriching way to spend an evening. It combines adventure, scenic beauty, and community support into one memorable two-hour journey. Whether you’re helping hoist the sails, soaking in the sunset, or simply enjoying a local drink, this tour provides an authentic maritime experience that’s hard to match.
It’s especially suited for travelers who value meaningful activities and want to connect with the sea in a tangible way. The friendly crew, stunning scenery, and support for youth education make it a worthwhile addition to any St. Croix itinerary. Think of it as more than just a sail—it’s a chance to make lasting memories while supporting a good cause.
