Full Day Private Charter on Luxury Catamaran Sailing.

Taking to the sea in a private, luxurious catamaran is a highlight many travelers dream of when visiting the Virgin Islands. This Full Day Private Charter on the Second Chance offers an intimate, flexible way to explore St. Thomas, with the chance to snorkel, relax, and soak up the sun on a stunning vessel that blends comfort with adventure. While it’s not the cheapest option out there, the value lies in the personalized experience and the memories you’ll make on the water.

What we particularly love about this tour is how it combines luxury with authentic Caribbean charm. The well-maintained vessel feels more like a floating villa than a boat, and your private crew ensures that everything runs smoothly and comfortably. Plus, the flexibility to choose snorkeling spots and enjoy a tailored itinerary makes it stand out from cookie-cutter group tours. The only thing to keep in mind is that it’s a full-day commitment, so be prepared for a leisurely day in the sun.

This experience is best suited for travelers who want privacy, customization, and a more luxurious feel. Families, couples celebrating a special occasion, or groups of friends looking for a memorable day on the water will find this tour perfectly suited. If your idea of a Caribbean adventure involves exploring reefs, catching some rays, and enjoying good food with a small crowd, this trip might just be your perfect fit.

Key Points

• Private customization means you can select snorkeling spots and activities.
• All-inclusive food and drinks—lunch, snorkel gear, paddleboards, and beverages—offer great value.
• The boat’s luxury amenities and casual vibe make for a relaxing, upscale experience.
• Multiple snorkeling stops often include Maho on St. John, Lovango Cay, or Christmas Cove—each with unique appeal.
• Flexible start time at 8:30 am and a full 7.5-hour itinerary provide ample time to relax and explore.
• Highly rated (5 stars from 91 reviews) with an average booking window of nearly 3 months in advance.

A Detailed Look at the Experience

The Vessel: Comfort Meets Class

The “Second Chance” is a beautifully maintained luxury sailing catamaran designed for comfort and style. Its spacious deck is perfect for lounging, with bean bags on top of trampolines—an ideal spot for catching the warm sun and enjoying panoramic views of St. Thomas and surrounding islands. The vessel’s smooth ride ensures that even if the seas are a bit choppy, your experience remains calm and enjoyable.

One of the standout features is the original Beach Charters VI hammock chairs, which hang off the back of the boat. Sitting in a hammock, gently swaying above the water, while soaking in the scenery, is a simple pleasure that many reviews highlight as a favorite part of the trip.

Itinerary and Flexibility

Since this is a private charter, the itinerary is largely up to you. Common stops include Maho Bay on St. John, Lovango Cay, and Christmas Cove, but the crew is happy to suggest other prime snorkeling or swimming spots based on your preferences. The ability to customize is a significant advantage—no wasted time on places you’re not interested in.

Typically, you’ll experience 2-3 snorkeling stops during the day. The clear waters and vibrant reefs make each swim a highlight, and the crew provides snorkel gear to help you explore the underwater world comfortably. Notably, some reviewers mention that they saw sea turtles, which adds a special touch to the adventure.

Food and Drinks: Simple, Fresh, and Satisfying

The tour includes a delicious lunch—think freshly sliced turkey, cheese, veggie wraps, and chips, accompanied by soda and water available throughout the day. In addition, you’re treated to rum punch or painkillers of your choice, plus a 12-pack of light beer, making the experience truly relaxing.

One guest described the meal as “great,” and noted that the drinks kept the vibe lively as they sailed from spot to spot. The inclusion of refreshments is a practical touch that keeps everyone energized without needing to bring your own.

Activities and Amenities

Besides snorkeling, you can enjoy paddleboards and hammock swings, adding a playful and laid-back element to your day. You might find yourself lounging in the hammock, paddling around the coves, or just soaking up the sun while watching the sea life below. The boat’s well-equipped amenities and the crew’s attentiveness help ensure everyone’s comfort.

Reviewers consistently mention how friendly and knowledgeable the crew is—Ivy and her team are praised for their hospitality. They seem to strike the perfect balance between professional service and a relaxed, fun atmosphere.

Timing and Meeting Details

The tour departs at 8:30 am from Beach Charters VI dock, slip 19, Red Hook, and lasts roughly 7.5 hours. This gives ample time to explore, snorkel, relax, and enjoy the scenery without feeling rushed. Parking is available nearby for a small additional fee ($30), and the activity is suitable for most travelers aged 18 and above, especially since alcohol consumption is restricted to adults.

Authentic Traveler Feedback

Many guests describe this tour as a standout experience, with comments like “the best day of our whole trip” and “truly the best charter experience we’ve ever had.” The combination of stunning views, delicious food, and friendly hosts seems to resonate strongly.

One guest remarked, “We saw everything we hoped for—plus some,” capturing how flexible and personalized the trip can be. Others appreciated the cleanliness of the vessel and the thoughtfulness of the crew, indicating a well-run operation that values guest comfort.

The Value of a Private Sailing Day in the Virgin Islands

While the cost is $250 per person, the value lies in the exclusive nature of the experience—you’re not sharing the boat with strangers but enjoying a tailored day with your group. The all-inclusive attitude means no surprise fees for snacks, drinks, or gear, making budgeting straightforward.

Compared to larger, less personalized tours, this private charter offers flexibility, comfort, and a chance to create your own adventure. Whether you’re celebrating a special occasion or just want a luxurious day at sea, the experience justifies the price for many travelers, especially considering the positive reviews and high ratings.

Who Will Love This Tour?

If you value privacy and customization, this tour is ideal. It’s perfect for couples, families, or groups of friends who want to avoid crowded boats and enjoy a laid-back yet luxurious day. The flexibility to choose stops allows you to focus on snorkeling, relaxing, or simply soaking in the scenery.

It’s particularly well-suited for those celebrating a special event or simply seeking a memorable escape in the Virgin Islands’ stunning waters. The inclusion of good food and drinks makes it a well-rounded, indulgent experience.

FAQ

Can I cancel the tour if my plans change?
Yes, you can cancel for free up to 24 hours before the scheduled start time for a full refund.

What is included in the price?
The tour includes lunch, snorkeling gear, paddle boards, hammock swings, and alcoholic beverages like rum punch, painkillers, and light beer.

Is this suitable for children?
While most travelers can participate, alcohol is only for those 18 and older. The tour is generally aimed at adults or families with older children comfortable in the water.

Where do I meet for the tour?
You meet at Beach Charters VI dock, slip 19, Red Hook, St. Thomas. The tour starts at 8:30 am.

How long does the trip last?
Approximately 7 hours and 30 minutes, giving plenty of time to explore, snorkel, and relax.

What if the weather turns bad?
The tour requires good weather. If canceled due to bad weather, you’ll be offered a different date or a full refund.

Is parking available at the meeting point?
Yes, parking is available nearby at an additional fee of $30.

Final Thoughts

A private sailing trip like this offers a truly personalized way to experience the Virgin Islands. The blend of luxury, adventure, and relaxation makes it stand out from typical group excursions. The stunning views, delicious food, and friendly crew ensure a memorable day on the water—perfect for those who want to indulge and explore without the crowds.

This tour suits travelers who value flexibility and privacy and are happy to spend a full day basking in the Caribbean sun. If you’re looking for an experience that combines luxury, adventure, and a touch of Caribbean charm, this private catamaran charter is worth considering. Just book well in advance—they’re popular for a reason!