Simply Sailing Private Sail from Sapphire Marina

Experience a private sailing adventure around St. Thomas with stunning views, onboard snacks, and the flexibility of a customizable trip. Perfect for groups.

Imagine gliding over crystal-clear waters aboard a well-equipped 40-foot pilothouse mariner, feeling the warm Caribbean sun and gentle breeze as you take in the stunning scenery of St. Thomas and St. John. This private sailing tour offers a relaxed, authentic way to enjoy the Virgin Islands, and based on glowing reviews, it’s clear many travelers consider it a highlight of their trip.

Whether you’re celebrating a special occasion or simply seeking a peaceful escape on the water, this adventure aims to deliver.

CaseyWilhm★★★★★

What sets this experience apart? First, the private nature of the tour means you and your group get the boat all to yourselves—no crowded catamarans or share-the-boat hassles. Second, the flexibility to choose your departure time allows you to tailor the day to your plans, whether you prefer a morning start or a leisurely afternoon sail.

On the flip side, one consideration might be the lack of a scheduled snorkel stop unless requested—so if underwater exploration is your priority, be sure to ask ahead.

This tour is ideal for those craving a personalized, scenic escape filled with stunning views, good company, and a laid-back vibe.

Key Points

Simply Sailing Private Sail from Sapphire Marina - Key Points1 / 5
Simply Sailing Private Sail from Sapphire Marina - An In-Depth Look at the Simply Sailing Private Tour2 / 5
Simply Sailing Private Sail from Sapphire Marina - Who Is This Tour Best For?3 / 5
Simply Sailing Private Sail from Sapphire Marina - Final Thoughts4 / 5
Simply Sailing Private Sail from Sapphire Marina - FAQ5 / 5
1 / 5

  • Private sailing experience tailored for groups up to six
  • Flexible departure times to fit your schedule
  • Includes onboard snacks and beverages, with alcohol available
  • Perfect for those seeking a peaceful, scenic cruise without large crowds
  • Optional snorkel stop available upon request
  • Ideal for couples, families, or friends wanting a relaxed day on the water

An In-Depth Look at the Simply Sailing Private Tour

Simply Sailing Private Sail from Sapphire Marina - An In-Depth Look at the Simply Sailing Private Tour

You can also read our reviews of more boat tours in St Thomas

A Personal, Private Day on the Water

This tour’s biggest selling point is its exclusivity. Unlike larger, more commercial charters, your group of up to six people gets the whole boat—no strangers sharing space or music. It’s clear from reviews that many travelers appreciate this setup. As Wendy_V noted, “Great sail on a beautiful day. Deb and Rob were great hosts! We enjoyed seeing the islands from a different perspective.” The ability to customize your experience, including requesting a snorkel stop, means it can be as active or as relaxed as you want.

The Boat and Boarding Process

Boarding at Sapphire Beach, Smith Bay, is straightforward. The dock access is described as easy, which is especially helpful if you’re carrying gear or traveling with children. The vessel itself is a 40-foot pilothouse mariner, offering stability and shaded areas, perfect for relaxing or catching breezes. The reviews reflect high satisfaction with the comfort and the professional, friendly crew—Captain Rob and Captain Deb.

Timing and Duration

This is a 3-hour cruise, providing ample time to enjoy the scenery and relax without feeling rushed. The flexibility to choose morning or afternoon departures means you can plan around other activities or simply enjoy a quiet sail with fewer crowds. For many, a half-day on the water is ideal—long enough to unwind but not so long as to interfere with other plans.

What’s Included?

Your charter includes onboard snacks, bottled water, soda, and alcoholic beverages. This makes for a very convenient experience—you won’t need to bring much besides your camera and sunscreen. As one reviewer pointed out, “Sailing the Cosmos was an absolutely incredible experience for our family! From the moment we stepped aboard, we were welcomed with such warmth.” The inclusions really add to the laid-back, enjoyable vibe.

Optional Snorkel Stop

While the main focus is on simply sailing, the crew is happy to arrange a snorkel stop if you request it. This flexibility is a bonus for those who want a bit of underwater exploration without it being a scheduled part of the trip. Keep in mind that since the tour emphasizes sailing, there are no scheduled stops—so if snorkeling is your priority, be sure to ask in advance.

Pricing and Value

At $799 for up to six people, this works out to around $133 per person—a fair price given the privacy and personalized service. When you consider that large group tours that try to cram many people in often feel crowded, this private experience offers a more intimate and relaxed alternative. Plus, the all-inclusive snacks and drinks reduce additional expenses and planning.

The Crew and Atmosphere

Reviews frequently mention the warm, welcoming attitude of Captain Rob and Captain Deb. Their enthusiasm and professionalism contribute significantly to the overall enjoyment. The atmosphere aboard is described as friendly and relaxed, perfect for families, couples, or friends celebrating special occasions or just wanting a peaceful day out.

The Highlights: Why This Tour Stands Out

  • Stunning Views: As CaseyWilhm said, “The views were breathtaking,” and they are. The sail takes you past the islands, offering sweeping vistas of the coastlines, turquoise waters, and maybe even a glimpse of local wildlife.
  • Pure Sailing Experience: Unlike motorized tours, this experience is centered on simply sailing, which many find more authentic and peaceful.
  • Flexible & Personalized: Whether you want to lounge in the shade, sip a cocktail, or request a snorkel stop, the crew is accommodating.
  • Ease of Access: Starting at Sapphire Beach, the location is convenient for most travelers staying in or near St. Thomas.

Who Is This Tour Best For?

Simply Sailing Private Sail from Sapphire Marina - Who Is This Tour Best For?

This private sailing tour is ideal for small groups seeking a peaceful, scenic outing. It’s perfect for families, romantic couples, or groups of friends wanting a personalized experience without loud music or crowded boats. If you’re a traveler who appreciates stunning coastal vistas and the calm of the open water, this could very well be the highlight of your trip. Those craving active water sports should consider requesting a snorkel stop beforehand, but otherwise, this tour’s focus on pure sailing makes it a soothing, memorable experience.

Final Thoughts

Simply Sailing Private Sail from Sapphire Marina - Final Thoughts

This private sail from Sapphire Marina offers a genuine taste of Virgin Islands life—slow, scenic, and welcoming. The stunning views and personalized service translate into a memorable outing that balances relaxation with a touch of adventure. The all-inclusive snacks and drinks ensure a carefree trip, while the flexible schedule allows you to fit it easily into your vacation plans.

If you’re a traveler who values authenticity over crowds and wants a peaceful day on the water with loved ones, this tour is worth considering. The high praise from previous guests underscores its quality—many describe it as a highlight of their visit to St. Thomas.

In short, this experience is a fantastic option for those wanting a private, scenic, and relaxed sailing adventure in the Virgin Islands. Just remember to book in advance, especially if you want a snorkel stop or specific departure time. Sit back, enjoy the breeze, and soak up the stunning coastal views—you’ll leave with plenty of memories and probably a few new friends along the way.

Ready to Book?

Simply Sailing Private Sail from Sapphire Marina



5.0

(19 reviews)

100% 5-star

FAQ

Simply Sailing Private Sail from Sapphire Marina - FAQ

How many people can participate?
Up to six guests can join this private tour, making it perfect for small groups or families.

What is included in the price?
The price covers onboard snacks, bottled water, soda, and alcoholic beverages. The boat is ready for your comfort and enjoyment.

Can I request a snorkel stop?
Yes, snorkel stops are available if requested. Be sure to mention your interest when booking so the crew can accommodate.

What is the duration of the tour?
The cruise lasts approximately 3 hours, making it a manageable half-day activity.

Where does the tour start and end?
It begins at Sapphire Beach, Smith Bay, St. Thomas, and ends back at the same meeting point.

Is this tour suitable for children?
Most travelers can participate, so it’s a good choice for families. Just consider the children’s comfort with sailing and water activities.

What should I wear or bring?
Bring sunscreen, sunglasses, a hat, and your camera. Since snacks and drinks are included, you won’t need to worry about food or beverages.

Whether you’re looking for a peaceful day on the water or a personalized adventure to share with loved ones, this private sailing tour offers a genuine and enjoyable Virgin Islands experience.

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