Private Day Charter Classic Sailboat

Introducing the Private Day Charter Classic Sailboat Experience

Imagine spending a relaxing day on a beautifully maintained 40-foot sailboat, gliding across the clear waters of St John. A private tour like this offers an intimate peek into the Caribbean’s stunning seascapes, away from crowded tourist spots. This particular experience has garnered a perfect 5-star rating from 69 reviews, making it clear that travelers love the personalized touch and genuine hospitality.

What we really appreciate about this excursion is its combination of comfort and adventure. First, the private nature of the charter ensures you and your party are free to set your own pace. Second, the inclusion of snorkeling gear, gourmet lunch, and an open bar makes it feel like a true luxury escape without the hefty price tag. The only thing to think about is that it’s an average booking window of 65 days in advance, so plan ahead if you want to secure your spot. This trip would suit couples, friends, or families looking for a relaxed, all-inclusive day on the water with plenty of opportunities to snorkel, swim, and soak up the scenery.

Key Points

• Private and personalized: Only your group will be on the sailboat, providing an exclusive experience.
• All-inclusive comfort: Gourmet lunch, alcoholic beverages, snorkeling gear, and WiFi are included.
• Ideal duration: Around 4 to 5 hours, perfect for a laid-back yet active day.
• Secluded stops: Stops at Honeymoon Beach and Caneel Bay offer privacy and calm waters for snorkeling and sunbathing.
• Expert crew: Captain Mike and his crew are praised for their friendliness, knowledge, and attentiveness.
• Highly rated: Consistently perfect reviews highlight memorable sights and smooth sailing.

Detailed Breakdown of the Experience

Starting Point and Transportation

Your adventure begins at the Saint John Ferry Terminal in Cruz Bay. From there, the crew offers pickup options, making it straightforward to join the tour without worries about logistics. You’ll head down to the dock where a small inflatable tender takes you out to the classic 40-foot sailboat. This short transfer adds a touch of excitement — a mini-sea adventure in itself.

The Sailboat and Onboard Amenities

Once aboard, you’ll immediately notice the shaded cockpit and fully functional restroom, both of which add comfort and convenience during the trip. WiFi onboard is a surprising bonus — perfect for sharing your photos or checking in with friends and family. The boat’s size comfortably accommodates up to six guests, which keeps the atmosphere relaxed and intimate.

The Itinerary: What to Expect

The sailing itself is a highlight, with Captain Mike and crew expertly navigating the waters. The first stop is typically Cruz Bay, where you can enjoy your first snorkel in the crystal-clear Virgin Islands waters. The snorkeling equipment is available to all passengers, opening up the chance to explore the vibrant marine life just below the surface.

After some time at Cruz Bay, the boat heads to a secluded anchorage off Honeymoon Beach near Caneel Bay. Here, you’ll have the opportunity for a second round of snorkeling or just kicking back on deck, soaking up the sun. Many reviews rave about this stop: “It was a great day on the water,” says Andrew. “They took us to a couple of fun snorkeling spots that we could not have accessed otherwise,” he notes.

Food and Drink

The gourmet lunch, prepared with the help of North Shore Deli, features nine deli sandwiches and five salads, ensuring everyone finds something they love. The food is fresh, flavorful, and plentiful — a real treat after some active snorkeling or swimming.

The “Very Open Bar” includes beer, soda, juice, water, vodka, rum, gin, tequila, sparkling wine, and more. Many guests appreciate the friendly, talented crew’s ability to craft a good cocktail while sharing local stories. One reviewer gushes, “Captain Mike is made to be a boat captain… and maybe a bartender too,” highlighting the fun atmosphere.

The Secluded Anchorage & Snorkeling

The second stop at Honeymoon Beach offers a calmer, less crowded spot for swimming and sunbathing. “It’s like having your own private beach,” one guest comments. The shallow waters and colorful marine life make this an ideal spot for novices and seasoned snorkelers alike.

Safety and Comfort

Throughout the trip, safety is clearly a priority. Captain Mike and crew are highly praised for their professionalism, attentiveness, and clear instructions. The boat is well-maintained, and the crew’s local knowledge ensures you get the most out of your day.

Why Travelers Love This Tour

The reviews highlight several remarkable aspects. Diane mentions how Captain Mike “was thoughtful and attentive,” even giving her husband a sailing lesson — adding an educational element that many guests find memorable. Thomas talks about “a once-in-a-lifetime experience,” especially swimming with dolphins, which, while not guaranteed, reflects the personalized nature of the tour.

Several guests comment on the stunning scenery, the quality of the snorkeling spots, and how the friendly crew made all feel at ease. The combination of professionalism and fun creates a relaxing yet engaging day that feels tailored to your group’s interests.

Analyzing the Value

At $1,395 for a group of up to six, the cost averages about $232 per person, which might seem high at first glance. But when you consider the all-inclusive nature — gourmet lunch, drinks, snorkeling gear, WiFi, and the private setting — it’s a good value for an exclusive, personalized day on the water. Compared to larger group tours, this private experience offers peace of mind, flexibility, and a more intimate connection with the stunning environment.

Who Should Book This?

This tour is perfect if you prioritize comfort, privacy, and tailored experiences. It appeals to travelers seeking a relaxing day with opportunities for snorkeling and sunbathing without the hustle and bustle of larger tours. Families, couples, or friends who enjoy a mix of leisure and adventure will find it suits their style. It’s also ideal for those celebrating special occasions or simply wanting to indulge in a memorable Caribbean day.

Final Thoughts

This private sailing adventure in St John offers a wonderful blend of scenic beauty, engaging activities, and attentive service. The stunning views, well-planned stops, and gourmet lunch elevate it beyond a simple boat ride, turning it into a genuine treat. The crew’s friendliness and expertise mean you’ll feel cared for without feeling rushed.

While the price might be a consideration, the overall experience — especially given its private nature and inclusions — provides good value. If you’re looking for a luxurious yet authentic way to enjoy the Virgin Islands, this tour hits all the right notes.

FAQs

Is transportation included?
Not exactly. The tour starts at the Saint John Ferry Terminal, but pickup options are offered, making it easier to access the departure point.

How long does the tour last?
The experience lasts about 4 to 5 hours, giving you plenty of time to enjoy snorkeling, sunbathing, and relaxing on deck.

What’s included in the cost?
The price covers the private charter, all snorkeling equipment, gourmet lunch, drinks including alcohol, WiFi, and access to the restroom onboard.

Can I bring my own drinks or food?
No, all food and beverages are included in the tour fee. Outside alcohol is generally not allowed for safety reasons.

What is the group size?
Up to six guests, ensuring an intimate, personalized experience rather than a crowded tour.

Is this tour suitable for children?
Most travelers can participate, and families with children often enjoy the snorkeling and swimming stops. Be sure to check with the provider if you have very young children.

What if the weather is bad?
The tour is weather-dependent. If canceled due to poor conditions, you will be offered a different date or a full refund.

How far in advance should I book?
Most bookings are made about 65 days ahead; booking early is recommended to secure your preferred date.

This private sailing day in St John combines the best of Caribbean scenery, comfort, and personalized service. Whether you’re seeking a relaxing escape or an active adventure, you’ll find this tour offers both — with the added bonus of memorable hospitality.