Private Day Charter Classic Sailboat

5.0
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70
Reviews
Recommended by 100% travellers
100% of guests rated this experience 4 stars or higher
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5.0  (70)
Recommended by 100% travellers
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5.0
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70
Reviews
Recommended by 100% travellers
100% of guests rated this experience 4 stars or higher
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5.0  (70)
Recommended by 100% travellers
Available TomorrowSpots available tomorrow. Book now to secure your place.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Location
Duration
4 hours
Group size
Max 6 guests
Language
English
Location
Duration
4 hours
Group size
Max 6 guests
Language
English

Why travelers loved this

5.0
•70 reviews
 US$1,423.38  per group
Select Options
Available TomorrowSpots available tomorrow. Book now to secure your place.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy ports of St Thomas to meet near the commuter ferry terminal in Cruz Bay. The ferry takes 12 minutes and shows you more of the surrounding cays in transfer. Your crew awaits as you arrive on the beach immediately near the dock near the ferry. Here you will board our inflatable tender and to be delivered to our very calm anchorage and all inclusive sailboat. We've been sailing here for nearly 21 yrs and our itinerary showcases the true home of the islands culture and island vibration we believe our guests are looking for. St. John's protected western shoreline provides the perfect venue for our guests to enjoy the serene, blue, waters to relax and sunbathe or take the helm of 40 ft sail boat. We offer our guests the chance to swim with amazing sea life and comb the white sandy beaches of some of the most incredible shoreline on the planet.
Alcoholic beverages
The itinerary includes sailing, snorkeling and sun bathing with us and our Very Open Bar! This includes beer, soda, juice, water, vodka, rum, gin, tequila, juice, sparkling wine and more!
On-board WiFi
WiFi on board
Fully Functional Restroom and Shaded Cockpit
Use of snorkeling equipment
Use of Snorkelling equipment
Lunch
Our menu consist of 9 gourmet deli sandwiches and 5 gourmet salads. We have teamed up with the North Shore Deli and offer their entire menu!
On-board restrooms
Restroom on board
Private transportation
Our second stop is a secluded anchorage off the shoreline of Honeymoon Beach near Caneel Bay. Here you will stop for a second snorkel, swim or sunbathing!
Pickup Point
Select a pickup point
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Pickup Details
If you have specific pickup location in mind, please contact us and your host to verify availability!
OR
Meeting Point

Saint John Ferry Terminal, Cruz Bay St. John, U.S. Virgin Islands, VI, 00830

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We meet our guests steps away from the ferry terminal in Cruz Bay!
End Point

This experience ends at the meeting point.

Start Time / Opening Hours
12/01/2026 - 03/11/2027
MONDAY
-
SUNDAY
09:00 - 21:00
Free cancellation
For experiences with opening hours, the cancellation deadline is 1 day before the earliest opening time on the scheduled date.
No refund within 1 day of the experience or no-shows.
5.0
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70 reviews
5 Stars
70
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70 reviews
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Seaside37668293184February 2026 • TripAdvisor
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Sailing adventure

Mike was a great captain and host! Mike involved family members with sailing of the boat and was an excellent teacher. We enjoyed sailing with no motor to experience the natural beauty of St John

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Diane_IJune 2025 • Viator
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Come sail away

Captain Mike is the best, thoughtful and attentive to ensure that we had a great time! He even gave my husband a sailing lesson. It was a highlight of our trip.

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Andrew_MMarch 2025 • Viator
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Fun Family Day on the Water

It was a great day on the water. Captain Mike and his nephew Beau (Bo?) we're both great. The were friendly, knowledgeable, and just really nice. They took us to a couple of fun snorkeling spots that we could not have accessed by land. We got to see the islands from a sailboat, see fish, ray, and turtles in the water, and enjoy some good food and drinks. My group of six was three adults and three children (9,7,6) and it was a good experience for everyone. My 6 year old didn't want to get in th...read more

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Craig LFebruary 2025 • TripAdvisor
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Great Day on the Water

We have been visiting St. John for nearly 20 years. This was the single best outing we have done. Captain Mike has been on the island for a long time and was super knowledgeable. We thought we knew the Island well but learned a lot today. Captain Mike is very patient, professional, skilled, accommodating, and focused on his customers having a great experience. Can’t say enough good things. Highly recommend!

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himle2017February 2025 • TripAdvisor
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Five Stars for Morningstar!

We have been coming to St. John for many years and I can say that we will definitely sail/boat with Captain Mike and Morningstar again. It was a perfect day of sailing on their beautiful boat (and taking the tiller was a thrill!). Exceptional snorkeling; careful attention to safety; and, a wonderful time talking with MIke and getting to know his interesting story! If you take only one trip while on St. John, contact Morningstar. You will be so happy that you did!

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Response from ViatorFebruary 23, 2025

Thank you for this wonderful review of our sailing adventures! We truly love what we do and would gladly host you again and again! Please keep in touch and enjoy your travels! Sincerely, Your Faithful Crew

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