St. Thomas might not be the first place that comes to mind when thinking about wine tours, but the island’s stunning coastlines and vibrant sunset scenes create a fantastic backdrop for memorable sailing experiences. While the Virgin Islands aren’t known for sprawling vineyards, the luxury and private sunset cruises offer a sophisticated way to toast the island’s natural beauty. For instance, the Champagne Sunset Sail from Margaritaville combines a relaxed catamaran ride with open bars, hors d’oeuvres, and prime sunset views, making it a popular choice. Its 4.5-star rating from nearly 700 reviews speaks to its consistent appeal. If you’re craving exclusivity, the Private Luxury Catamaran Champagne Sunset Cruise lets you enjoy a personalized experience with up to 12 friends, all while savoring Champagne and island vistas.
For those who prefer a more intimate and customized experience, these private options stand out, but if you’re looking for a lively social scene, the Luxury Catamaran Champagne Sunset Cruise offers a perfect blend of relaxed luxury and engaging company. Curious about combining art with wine? The Art & Wine Events in St Thomas provide a fun, creative break, suitable for all skill levels and offering a taste of local craftsmanship alongside wine and a friendly vibe.
Below, I’ve broken down the top five tours, highlighting what makes each unique and how they fit different types of travelers. Whether you want a romantic sunset sail, a private celebration, or a creative evening, these options give you a good sense of what’s available.
1. Champagne Sunset Sail from Margaritaville
At number one, this 2-hour catamaran sail offers a laid-back yet indulgent way to end your day in St. Thomas. It’s perfect if you enjoy relaxing on the water with a glass of champagne, hors d’oeuvres, and a stunning sunset. The boat is brand-new, and reviews praise the courteous crew, plentiful drinks, and the tranquil atmosphere. The tour departs from Margaritaville, sailing past the island’s coast, where you’ll enjoy sweeping views often missed from land.
What sets this tour apart is its emphasis on a tranquil, scenic experience. Most reviews emphasize the attentive staff and the quality of snacks and drinks, with “very clean boat” and “more room due to small group” often highlighted. The itinerary includes watching the sun dip below the horizon and then the moon rise — a photographer’s dream.
Bottom line: For around $130, this is a reliably beautiful, easygoing cruise that’s ideal for couples or anyone wanting a mellow, picture-perfect Caribbean sunset.
2. Luxury Catamaran Champagne Sunset Cruise
Second on our list, the Luxury Catamaran Champagne Sunset Cruise offers a more upscale vibe without the crowds. For about $119, you get to lounge in spacious areas on a top-shelf boat as you cruise around Water and Hassel Islands. This tour is perfect if you prefer a more refined, social setting with plenty of room to relax. The crew is described as professional and attentive, ensuring drinks and hors d’oeuvres are plentiful, while the views of the sunset over Honeymoon Beach are stunning.
What makes this tour unique is its focus on comfort and exclusivity; it’s designed for those who want to enjoy a high-quality experience with ample space and personalized service. The reviews are glowing, often mentioning the professional crew, beautiful sunset, and great food and drinks. After the sunset, the cruise continues through Charlotte Amalie’s harbor lights, adding a magical glow to the evening.
Value for money? Considering the top-shelf drinks, spacious setting, and scenic route, it’s a good deal for a couple of hours of luxury. Best suited for travelers who want a romantic or stylish outing without the large crowds.
Bottom line: This cruise offers a sophisticated, peaceful way to savor the sunset with a touch of luxury, making it ideal for couples celebrating special occasions.
3. Private Luxury Catamaran Champagne Sunset Cruise
For those wanting a completely customized experience, the Private Luxury Catamaran Champagne Sunset Cruise is the top choice. Priced at $1,095 for up to 12 guests, this fully private charter gives you control over the itinerary and timing. The boat, a beautiful 50-foot Voyage catamaran, is perfect for celebrating a special occasion or just enjoying an exclusive evening with friends or family.
What makes this tour stand out is its flexibility. The staff is ready to accommodate specific requests, from alternative pickup locations to tailored routes. The cruise includes time exploring the coasts around St. Thomas, St. John, and St. James, with plenty of opportunities to enjoy Champagne, hors d’oeuvres, and breathtaking island views. The cruise begins at American Yacht Harbor, departing at 4:30 pm, and offers the ultimate in privacy and comfort.
Reviews are scarce but highly positive, emphasizing the attentive service and the chance to create your own perfect Caribbean evening. The private setting is perfect for celebrating milestones, romantic dates, or just escaping the crowds.
Bottom line: If you’re after a personalized, luxurious experience with total control, this private charter delivers. It’s best for groups seeking exclusivity and tailored service.
4. Art & Wine Events in St Thomas
For a different kind of evening, the Art & Wine Events combine creativity with relaxation. For $50 per person, this two-hour session is suitable for all skill levels, offering a guided art class with wine available for purchase or bringing your own. The atmosphere is friendly and informal, making it a great way to unwind after a day of exploring.
What makes this experience stand out is its focus on artistic expression in a social setting. The instructor provides guidance, but there’s plenty of room for personal flair. The reviews mention how fun and inviting it is, with one describing it as “like a cozy party with new friends.” Many participants appreciate the opportunity to relax, try painting, and enjoy wine, making it perfect for couples, friends, or solo travelers looking for a creative break.
Value for money? The price is reasonable, especially considering the included instruction and friendly environment. It’s an affordable way to add a unique cultural element to your trip.
Bottom line: This tour is ideal for those interested in art and wine, wanting a lighthearted, social experience that’s different from the usual sunset cruise.
5. Private, Luxury Virgin Islands Sunset and Champagne Cruise for Twelve Guests
Finally, this private, 2-hour luxury cruise offers the most exclusive experience. Priced at $1,495 for up to 12 guests, it departs from American Yacht Harbor in Red Hook and sails around St. Thomas, St. John, and St. James. The itinerary is flexible, with stops including St. John and Little St. James, all while enjoying Champagne and spectacular sunset views.
What makes this tour exceptional is its ability to combine privacy, luxury, and customization. The boat is a luxury 50-foot Voyage catamaran, ideal for celebrating special occasions or just indulging in a peaceful, personal evening. Reviews are limited but highly positive, highlighting attentive service and the incredible scenery.
This cruise is perfect for groups who want an all-out celebration or a romantic escape with total control over the experience. The route around the islands ensures stunning vistas and a serene atmosphere.
Bottom line: If you’re looking for an exclusive, tailored sunset experience with all the bells and whistles, this private cruise delivers — but be prepared for a significant investment.
$1,495.00 per group (up to 12)
How to Choose Your Perfect St. Thomas Wine & Sunset Experience
When picking a tour, consider your budget, the kind of experience you want, and how many people you’re traveling with. For a romantic, scenic evening, the Luxury Catamaran Champagne Sunset Cruise (link) offers a good balance of comfort and value. If privacy and a customized trip are your priorities, the Private Luxury Catamaran Champagne Sunset Cruise (link) is unbeatable. For a fun, creative twist, try the Art & Wine Events (link).
Think about whether you prefer a lively social scene or a quiet, intimate setting — both are available here. Also, check the departure location and timing to ensure it fits your schedule. Booking early is advisable, especially for private charters, to lock in your preferred date and avoid disappointment.
Final Thoughts
St. Thomas offers a surprising variety of ways to enjoy the sunset, from casual catamaran sails to private luxury adventures. For travelers on a budget, the open bar and scenic ride of the Champagne Sunset Sail from Margaritaville deliver great value. If exclusivity and customized service are what you seek, the private charters provide unmatched flexibility and privacy. And for those who want a memorable, creative evening, the art and wine event adds a local cultural touch.
No matter what you choose, the Caribbean sunsets over St. Thomas are likely to leave a lasting impression. Book early, pick the experience that suits your style, and enjoy the view. Cheers!