Simply Sailing Private Sail from Sapphire Marina

If you’re dreaming of a relaxing day on the water while exploring the stunning Virgin Islands, the Simply Sailing Private Sail from Sapphire Marina offers an experience that ranks highly among travelers. This private, 3-hour sailing trip promises a chance to glide through turquoise waters on a 40-foot pilothouse mariner, with just your group onboard. It’s ideal for those who want to escape the crowds, enjoy authentic sailing, and savor picturesque views at their own pace.

What we particularly love about this tour is its flexibility—you can choose between a morning or afternoon departure—and the all-inclusive onboard snacks and beverages, making it a hassle-free way to enjoy the Caribbean. A potential consideration is that the tour focuses on sailing without stops, unless you request a snorkel break, so it’s perfect if you’re more interested in the voyage itself rather than multiple activities.

This experience suits travelers seeking intimate, tailored outings and those who appreciate the charm of a private vessel. Whether celebrating a special occasion or simply craving a peaceful escape, it offers a memorable way to see the Virgin Islands from a different perspective.

Key Points

• Private, intimate sailing experience for up to six guests
• Flexible scheduling with morning or afternoon departures
• All-inclusive onboard snacks, alcoholic beverages, soda, and water
• Easy access boarding from Sapphire Beach, no crowded boats
• Optional snorkel stop available on request
• Great for travelers wanting a relaxed, personalized adventure

An Overview of the Experience

When it comes to a Virgin Islands sailing trip, simplicity and comfort often make all the difference. This tour offers exactly that. Setting out from Sapphire Beach, you’ll step onto a well-maintained 40-foot pilothouse mariner — a vessel designed for comfort and stability. The experience is immediately relaxed, with easy boarding access that minimizes hassle, especially if you’re traveling with family or friends.

The core of this tour is sailing — no rushing from stop to stop unless you ask for a snorkel break. This means you’ll spend your time with the sails catching the breeze and enjoying the calm, endless horizon. The fact that the trip is limited to your group means you’ll have a personalized atmosphere where your captain can tailor the experience to your interests.

What To Expect During the Trip

Most travelers report a smooth, enjoyable sail with breathtaking views of both St. Thomas and St. John. The length of roughly three hours strikes a good balance, giving enough time to relax and take in the scenery without feeling rushed. As one reviewer noted, they appreciated the “great sail on a beautiful day” — a reminder that weather plays a big role in how much you enjoy the trip.

The boat features plenty of shaded and open areas so you can sunbathe, take photos, or simply sit back and listen to the gentle sounds of the water. The onboard snacks are simple but satisfying, and the beverages — including alcoholic options — make for a leisurely, enjoyable cruise.

Snorkel Stops and Customization

While the default route involves just sailing, the tour’s flexibility is a perk. If snorkeling is a must-have for your trip, you can request a stop — a feature that many travelers find valuable. This added option means you can experience the underwater beauty of the Virgin Islands if desired, though many guests enjoy the peaceful sailing without added activity.

What’s Included and What’s Not

The value of this tour lies in its all-inclusive nature:

• Snacks, such as chips or fruit (though specific items aren’t listed, reviews suggest simple fare)
• Bottled water, soda, and alcoholic beverages — perfect for toasting the islands or just relaxing
• Easy boarding access at Sapphire Beach

What’s not included is the crew gratuity, usually 20% — a common practice on private charters. Remember, gratuities make a big difference for crew members who work hard to make your trip special.

Booking, Pricing, and Practical Tips

At $799 per group, with a maximum of six people, the tour isn’t the cheapest option but offers exceptional value when considering private, personalized service. Booking on average occurs about 26 days in advance, so plan ahead to secure your preferred date.

The tour runs for about three hours, so it’s perfect for a morning or afternoon outing — avoiding the midday heat or fitting into a larger itinerary. The meeting point at Sapphire Beach is accessible by public transportation, easing logistics for visitors unfamiliar with the area.

Authentic Feedback from Travelers

Two standout reviews highlight why this tour is so well-loved. One family called it an “absolutely incredible experience,” praising Captain Rob and Captain Deb for their warmth and enthusiasm. They appreciated the breathtaking views and the chance to make special memories.

Another guest described it as a “grand afternoon,” noting how seeing the islands from the water offers a different perspective. They enjoyed a great sail on a beautiful day, emphasizing the importance of good weather for this trip’s success.

Why This Tour Works Well

This private sail is perfect for couples, families, or small groups who want a personal, relaxed experience. It’s suitable for travelers who prefer sailing over motorized excursions, offering more of a peaceful, authentic voyage. If your idea of fun involves stunning views, good company, and good drinks, this tour checks those boxes.

The flexibility to customize — like adding a snorkel stop — adds to its appeal. And the all-inclusive setup ensures you won’t have to worry about extra costs or arrangements during your sail.

Who Should Consider This Experience

• Those looking for a quiet, scenic escape on the water
• Travelers wanting a private, customizable tour
• Families or small groups celebrating something special
• Visitors who enjoy authentic sailing and panoramic views
• Anyone seeking a stress-free, all-inclusive day on the water

This tour might be less ideal if you’re craving multiple stops or active water sports without requesting them in advance. Also, keep in mind that weather conditions can impact the experience, but the flexible cancellation policy offers peace of mind.

The Sum Up

For travelers seeking an authentic, private sailing experience around the Virgin Islands, this tour from Sapphire Marina offers a wonderful blend of comfort, flexibility, and natural beauty. It’s especially suited for those who prefer a peaceful voyage over busy group tours, with the option to personalize your day with a snorkel stop.

The stunning views of St. Thomas and St. John are a highlight, often praised in reviews, and the onboard snacks and drinks make it feel like a mini-luxury escape. The knowledgeable hosts, Captain Rob and Captain Deb, bring warmth and professionalism that elevate the experience, making it memorable beyond just the scenery.

While it’s a bit on the pricier side, the privacy and tailored experience make it a good value for those wanting an intimate, hassle-free day on the water. Whether celebrating a special occasion or simply craving a tranquil day in the Caribbean sun, this sailing tour is likely to leave you with many fond memories.

Frequently Asked Questions

Is this tour suitable for children?
Yes, most travelers can participate, making it a good option for families wanting a relaxed day on the water.

How many people can join the tour?
Up to six people per group, which keeps the experience intimate and personalized.

Can I request a snorkel stop?
Absolutely. While the default is just sailing, you can ask in advance for a snorkel break.

What should I bring?
Since snacks and drinks are provided, just bring essentials like sunscreen, sunglasses, and perhaps a camera.

Is the tour weather-dependent?
Yes, the trip requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.

How far in advance should I book?
Most trips are booked about 26 days ahead, so early planning is recommended.

What is included in the price?
The price covers the private charter, onboard snacks, alcoholic beverages, soda, water, and easy dock access.

Are gratuities included?
No, crew gratuity (typically 20%) is not included but is appreciated for excellent service.

Can I join for just part of the trip?
Since it’s a set 3-hour private charter, partial participation isn’t typical — the whole experience lasts around three hours.

Where does the tour start and end?
It begins and ends at Sapphire Beach, Smith Bay, St. Thomas, USVI, with no transfer needed after the cruise.

To sum it up, this Simply Sailing Private Sail from Sapphire Marina combines the best of what a Caribbean sailing experience should be: personal, scenic, relaxing, and hassle-free. It’s an excellent choice for those wanting to escape the crowds and enjoy the Virgin Islands from a comfortable, private vessel.