SPECIAL – (Up to 4 Passengers) All Inclusive Day Sail

If you’re dreaming of a relaxing day on the water with just your closest friends or family, this private all-inclusive sailing trip in St. John offers exactly that. Promising calm waters, personalized service, and a chance to swim with sea turtles, this tour has quickly become a favorite among travelers seeking genuine Caribbean experiences.

What attracts us most? First, the intimacy of a small group—meaning you’ll avoid the crowds and get a more relaxed, authentic vibe. Second, the all-inclusive nature of the trip, from gourmet lunch to endless island cocktails, ensures you won’t be worrying about extra costs. Finally, the chance to snorkel in protected waters and see sea turtles daily is a true highlight.

One thing to consider: the price tag of around $1,347 for your group might seem steep, but for a private, full-day experience with all amenities included, it’s actually quite competitive. This experience is best suited for couples, families, or small groups who value privacy, comfort, and a flexible itinerary.

Good To Know

• Private & Intimate: Perfect for up to four guests, ensuring personalized service and a peaceful environment.
• All-Inclusive Value: Includes gourmet lunch, drinks, snorkeling gear, and fuel—no hidden fees.
• Authentic Sailing: Learn sailing fundamentals and enjoy the chance to take the helm.
• Varied Destinations: Multiple stops in protected bays and cays with excellent snorkeling and beaches.
• Flexible & Relaxed: Well-paced schedule finishing in Cruz Bay with optional post-sail activities.
• Authentic Experiences: Swim with sea turtles, explore pristine shoreline, and enjoy local hospitality.

Starting Point & Accessibility

The tour begins at the Saint John Ferry Terminal in Cruz Bay, a convenient spot for most travelers staying on St. John or nearby. Morningstar Sailing and Power Charters, the provider, is known for its warm hospitality and professionalism. Since pickup from your accommodation is offered, you can relax knowing that logistics are taken care of, making the process smooth from the start.

The Sailing Itinerary

The boat itself is a 40-foot vessel, designed for comfort and safety, with the ability to handle all skill levels. The trip begins with a leisurely sail along the protected western shoreline of St. John, a calm and scenic route perfect for soaking in the Caribbean views. The small group setting ensures you get plenty of attention from the crew, who are passionate about sailing and eager to share their knowledge.

First Stop: Secluded Bay & Snorkeling

The initial destination is a quiet bay on a nearby cay, chosen for its calm waters and privacy. Here, you’ll be fitted with snorkeling gear, and the crew makes sure everyone feels comfortable, whether you’re a seasoned snorkeler or new to the game. The highlight? Swimming alongside sea turtles—an experience many reviewers cherish. One guest recalled, “We saw a sea turtle while snorkeling,” which is common on this trip, thanks to the protected waters and healthy marine environment.

Second Stop: Beach & Marine Life

After some sunbathing, swimming, and exploring the underwater world, the boat heads to a second location—another stunning shoreline where you can swim more, search for marine creatures, or just relax on the white sandy beaches. The itinerary is flexible, and the crew’s local knowledge helps highlight the best spots for wildlife spotting and beach lounging.

Gourmet Lunch & Refreshments

A full deli lunch is served on board, with travelers choosing from a menu in advance. Expect delicious, fresh options that cater to various tastes, adding a fantastic culinary element to your day. Throughout the trip, an open bar with island cocktails, mocktails, sodas, and juices keeps everyone refreshed. The reviews frequently mention the “yummy food” and “full bar,” emphasizing how well the crew balances relaxation with indulgence.

Return & Optional Post-Sail Activities

The sail back to Cruz Bay is relaxed, with ample time to unwind, share photos, or simply take in the views. Since the trip finishes in the early afternoon, you’ll have plenty of time afterward to explore Cruz Bay’s shops, bars, or even enjoy a nearby happy hour.

Authentic Small-Group Atmosphere

Unlike large boat tours, this private sailing experience emphasizes intimacy. With a maximum of four passengers, you’ll enjoy personalized attention and a more relaxed, genuine Caribbean vibe. Guests have raved about how the captain, Mike, and crew Bridget try hard to make the day enjoyable, with one reviewer calling him “a gifted captain” with impressive local knowledge.

All-Inclusive Pricing & Value

At $1,346.67 for the whole group, the price might seem high at first glance. But when you consider that fuel, drinks, lunch, snorkeling gear, and all taxes are included—plus the exclusivity of a private charter—it becomes clear this is a good deal. You pay for a full day of comfort, adventure, and private service, avoiding hidden costs or extra fees.

Snorkeling & Wildlife Encounters

The opportunity to swim with sea turtles daily is a real draw. Reviewers have consistently mentioned this as a highlight, with one describing the experience as “an experience to remember.” The calm protected waters mean better underwater visibility and less worry about rough seas, making snorkeling accessible for all skill levels.

Beautiful & Diverse Destinations

The tour’s flexibility allows for stops at a variety of protected bays and cays. These locations are chosen for their serenity, beauty, and abundance of marine life. The shoreline scenery is often described as “the most incredible,” with white sands and turquoise waters that create picture-perfect moments.

Food & Beverage Highlights

The gourmet deli lunch, paired with an open bar, elevates the experience beyond just sightseeing. Sipping island cocktails while sunbathing on deck or swimming in pristine waters offers an indulgent, laid-back Caribbean day.

This private day sail is ideal for small groups or families wanting a peaceful, personalized escape in St. John. If you’re someone who values authentic experiences, good food, and the chance to interact closely with knowledgeable crew, you’ll find this trip a delightful way to spend your day. It caters well to snorkeling enthusiasts eager to see sea turtles and marine life, as well as those simply looking to relax in beautiful surroundings.

However, if you’re on a tight budget or prefer larger group tours with a more structured itinerary, this experience might feel a bit pricey. But for those seeking intimacy, flexibility, and top-notch service, this tour offers a superb value.

This sailing trip delivers a perfect blend of adventure, comfort, and Caribbean charm. It’s a memorable way to enjoy the calm, protected waters of St. John, with the added bonus of authentic hospitality and the chance to swim with sea turtles—an experience you’ll remember long after your vacation ends.

Is the tour suitable for all skill levels?
Yes, the snorkeling equipment is provided, and the crew is happy to assist those new to snorkeling or with less experience, ensuring everyone feels comfortable in the water.

What is included in the price?
The all-inclusive price covers fuel, alcohol and non-alcoholic beverages, bottled water, a gourmet lunch, snacks, soda, and snorkeling gear.

Are there any hidden fees or extra costs?
No, all fees and taxes are included in the price. There are no additional charges unless you choose to tip your crew.

How long is the sailing trip?
The experience lasts approximately 5 hours, with enough time to relax, snorkel, enjoy the scenery, and have lunch.

Can I take my own towels?
Towels are not provided by the tour, so you might want to bring your own for drying off after snorkeling or swimming.

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

Is this a private trip?
Yes, it’s a private tour for your group only, ensuring personalized service and privacy during your day on the water.

This private all-inclusive sail in St. John truly offers an authentic, relaxed Caribbean day—perfect for those looking to escape the crowds, enjoy stunning scenery, and create some unforgettable memories.