Sailing from St. John combines Caribbean beauty with practical island hopping. The best tours pack real value: snorkel stops at turtle-rich reefs, beach visits, and generous drink service. Private charters give flexibility to explore hidden coves, while group tours offer good social atmosphere at better prices. Our favorite outings include the half-day snorkel adventures (great for spotting sea turtles) and sunset sails (less crowded, better value than dinner cruises). Experienced crews know the best spots and timing for each season. Check out these tested picks for your perfect St. John boat day.
Key Points
- Private luxury sailing tours with open bars, snacks, and attentive crews providing local insights and stunning views.
- Full-day sailing adventures with inclusive amenities like snorkeling equipment, lunch, and open bars for up to 49 guests.
- Shorter sailing and snorkeling tours suitable for travelers aged 18+ with moderate fitness levels.
- Romantic and unique dining experiences on the water with open bars and scenic sunset views.
- Flexible booking policies, accessibility considerations, and a wide range of amenities across various cruises and boat tours.
Private Luxury Sunset Sail
The Private Luxury Sunset Sail offers guests a serene and intimate experience on the waters surrounding St. John, US Virgin Islands. Rated 5.0 out of 51 reviews, this private cruise accommodates up to 6 people and departs daily at 4:30 PM.
Guests will enjoy an open bar featuring white wine, beer, sodas, and water, as well as complimentary snacks. The knowledgeable captains and crew are praised for their friendliness and attentiveness, enhancing the experience with local insights.
Reviewers highlight the relaxing atmosphere, comfortable seating, and stunning views, making this an ideal way to celebrate special occasions.
With free cancellation up to 24 hours in advance, the Private Luxury Sunset Sail is a must-try for those seeking a luxurious and memorable boating adventure in St. John.
Read our full review: Private Luxury Sunset Sail Review
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All Inclusive Day Sail
For those seeking a comprehensive boating adventure in St. John, the “All Inclusive Day Sail” is a top-rated option.
This tour offers a full day of leisure, with snacks, an open bar, and a delicious lunch included. Snorkeling equipment is provided, and the restroom on board ensures convenience.
The tour departs from Cruz Bay, and pickup options are available. With an impressive 4.9 average rating from 87 reviews and a 98% recommendation rate, this tour is a Badge of Excellence.
Priced at $1,800 for up to 6 people, it’s a private experience with a lowest price guarantee and a flexible booking policy.
Read our full review: All Inclusive Day Sail Review
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St. John Jost Van Dyke & Soggy Dollar Snorkel Sail With Breakfast – Westin
Departing from The Westin St. John Resort Villas, this all-inclusive day sail takes guests on an adventure to Jost Van Dyke and the iconic Soggy Dollar Bar.
With a maximum capacity of 49 travelers, the excursion includes a light continental breakfast, an open bar, and the use of snorkeling equipment.
Travelers will have the opportunity to snorkel with sea turtles and marvel at the vibrant marine life, before enjoying the beautiful beaches of Jost Van Dyke and the lively atmosphere of the Soggy Dollar.
Consistently praised for its friendly crew, professional service, and exceptional experiences, this tour is a must-do for families and groups seeking relaxation and adventure in the US Virgin Islands.
Read our full review: St. John Jost Van Dyke & Soggy Dollar Snorkel Sail With Breakfast – Westin Review
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Full Day Private Boat Charter Exploring the Best of the USVI
Travelers seeking a more personalized and comprehensive exploration of the stunning U.S. Virgin Islands will find the Full Day Private Boat Charter an excellent choice.
This charter offers a full-day experience for up to 12 guests at $1,295, plus a $200 fuel surcharge and a suggested $200 gratuity. The charter provides a comfortable vessel with cushioned seating, complimentary snorkel gear, and a Bluetooth sound system.
Highlights include snorkeling with turtles, cliff jumping, and learning about local history from the knowledgeable captain.
With a 100% recommendation rate and a Badge of Excellence, this private charter promises a memorable and customizable day on the water.
Read our full review: Full Day Private Boat Charter Exploring the Best of the USVI Review
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Sailing Tipitina Classic Daysail Charter
The Sailing Tipitina Classic Daysail Charter offers visitors to St. John an unforgettable experience exploring the stunning U.S. Virgin Islands. Rated 5.0 out of 107 reviews, this private charter includes gourmet deli sandwiches, beverages, and use of snorkeling equipment.
Guests will be picked up by dinghy at the High Tide Restaurant in Cruz Bay and returned to the same location at the end of the tour. Operating daily from 9 AM to 3 PM, the charter is available from November 27, 2021, to December 22, 2025, subject to confirmation and availability.
With a 100% recommendation rate, the Sailing Tipitina Classic Daysail Charter is a must-do activity for anyone visiting St. John.
Read our full review: Sailing Tipitina Classic Daysail Charter Review
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St. John Pizza Pi Snorkel Sail With Beach Stop, Lunch & Open Bar – Westin
For those seeking a comprehensive day exploring the natural beauty of St. John, the St. John Pizza Pi Snorkel Sail is an excellent choice.
This full-day cruise offers a unique experience, featuring a floating food boat, Pizza Pi, that serves freshly-made pizzas. The luxury catamaran accommodates up to 49 travelers and includes snorkeling equipment, a beach stop, and an open bar after the snorkeling activities.
With 98% of travelers recommending the tour and a Badge of Excellence, this cruise promises a memorable day of swimming, snorkeling, and relishing delicious food and drinks while taking in the stunning scenery of the US Virgin Islands.
Read our full review: St. John Pizza Pi Snorkel Sail With Beach Stop, Lunch & Open Bar – Westin Review
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Cruz Bay Champagne Sunset Sail With Open Bar & Hors Doeuvres
This sunset sail on a 55-foot Daydreamer catamaran in Pillsbury Sound offers travelers a truly memorable experience.
The cruise includes an open bar with champagne, assorted hors d’oeuvres, and all fees and taxes. Participants will meet at the Cruz Bay Visitor Center and return to the same location at the end of the tour.
Priced from $99 per person, the tour has a cancellation policy that allows free cancellation and unlimited rescheduling up to 24 hours before the experience.
While the tour is stroller accessible, it’s not wheelchair accessible, and alternative food options are available with advance notice.
With an overall rating of 4.5 stars from 50 reviews, this sunset sail is a popular choice for those seeking a relaxing and enjoyable boat tour in St. John.
Read our full review: Cruz Bay Champagne Sunset Sail With Open Bar & Hors Doeuvres Review
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St. John Champagne Sunset Sail With Open Bar & Hors Doeuvres – Westin
A popular option among visitors to St. John is the Champagne Sunset Sail with Open Bar & Hors D’oeuvres offered by the Westin St. John Resort Villas.
This 2-hour cruise departs from the Westin’s dock and provides guests with an open bar, champagne, and a selection of hors d’oeuvres as they enjoy the stunning sunset views.
Priced at $109 per person, the tour has earned a 4.8-star rating from 217 reviews, with many praising the friendly crew and relaxing atmosphere.
While some guests noted mixed reviews on the hors d’oeuvres, the overall experience is highly recommended for its great value and unique perspective of St. John.
Read our full review: St. John Champagne Sunset Sail With Open Bar & Hors Doeuvres – Westin Review
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Private Sunset Boat Charter During the Golden Hours
Although the Westin’s Champagne Sunset Sail provides a delightful group experience, travelers seeking a more intimate and personalized boat tour can opt for a Private Sunset Boat Charter during the Golden Hours.
This 5-star rated charter takes guests on a private sunset cruise around St. John’s scenic north shore, with a licensed captain at the helm. The base price of $695 covers up to 12 passengers, with additional fees for fuel and extra passengers.
Snorkeling equipment, bottled water, and a suggested gratuity of $100 are included. Customers have praised the exceptional service and tailored programs for families on this highly-recommended experience.
Read our full review: Private Sunset Boat Charter During the Golden Hours Review
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Cruz Bay – PiZZA Pi Snorkel Sail
For travelers seeking a more lively and social boating experience, the Cruz Bay – PiZZA Pi Snorkel Sail offers an engaging half-day excursion around the scenic waters of St. John.
Rated 5 out of 5 by 25 reviewers, this tour includes sailing, snorkeling at top locations, and a hearty lunch at the floating PiZZA Pi restaurant.
While the snorkeling quality varies, the positive crew experience, comfortable sailing, and enjoyable food and drinks make this an excellent choice, especially for families.
With an open bar, snacks, and all taxes and fees included, this tour provides good value in the US Virgin Islands.
Read our full review: Cruz Bay – PiZZA Pi Snorkel Sail Review
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St. John Dinner Sail to Lovango With Open Bar and Hors Doeuvres – Westin
Often touted as a romantic and scenic excursion, the St. John Dinner Sail to Lovango with Open Bar and Hors d’Oeuvres offers a 4.5-hour experience.
Priced at ₹10,330.44 per person, the activity includes cocktails, hors d’oeuvres, and an open bar while sailing to Lovango Cay.
However, the dinner at Lovango Resort and Beach Club isn’t included in the ticket price.
Reviews paint a mixed picture, with praise for the crew’s attentiveness and the beautiful sail, but also disappointment regarding food quality, limited menu options, and long wait times at the restaurant.
Confirmation is provided at booking, and the activity is accessible by public transportation.
Read our full review: St. John Dinner Sail to Lovango With Open Bar and Hors Doeuvres – Westin Review
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Private 2-Hour Sunset Sip and Sail in Cruz Bay
Those seeking a tranquil and romantic evening on the waters of St. John will find the Private 2-Hour Sunset Sip and Sail in Cruz Bay the perfect choice.
Operated by Sailing Tipitina, this tour offers a private experience with a 5.0-star rating from 8 reviews. Passengers can enjoy coffee, tea, alcoholic beverages, soda, and snacks as they sail into the sunset.
The tour includes the use of snorkeling equipment, and guests are picked up by dinghy at the High Tide restaurant. This 2-hour cruise departs at 5 PM, with confirmation received within 48 hours, subject to availability.
While not wheelchair accessible, the tour is near public transportation, and most travelers can participate.
Read our full review: Private 2-Hour Sunset Sip and Sail in Cruz Bay Review
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Full Day Sail From Coral Bay and Enjoy a Lime Out Lunch Stop!
Guests can embark on a full-day sailing adventure from Coral Bay, where they’ll enjoy a delightful lunch stop at the renowned Lime Out VI.
With a 5.0 rating from 5 reviews, this experience offers exceptional value. It includes snorkeling equipment, noodles, floats, parking, bottled water, and a fuel surcharge.
Though not recommended for those with health concerns, the tour requires a moderate fitness level.
Pickup is at the Coral Bay Dinghy Dock, with a 9 AM start time. Priced at $1,000 per group (up to 6 guests), the experience allows for free cancellation up to 24 hours prior and a pay-later option.
Read our full review: Full Day Sail From Coral Bay and Enjoy a Lime Out Lunch Stop! Review
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2 Hour Sailing and Snorkeling Tour on 60′ Sailboat From Cruz Bay, St. John
The 2-hour sailing and snorkeling tour on a 60′ sailboat departs from the Cruz Bay Ferry Dock in St. John, USVI.
This private tour is suitable for travelers aged 18+ and requires a moderate fitness level. Guests can enjoy alcoholic beverages, coffee/tea, snacks, and sodas during the trip.
Snorkeling equipment is provided. However, the tour isn’t recommended for those with back or heart problems, and it’s not wheelchair accessible.
Based on verified reviews, the tour receives a solid 4.0 rating, with praise for the captain and crew’s professionalism and the overall relaxing guided experience.
Read our full review: 2 Hour Sailing and Snorkeling Tour on 60′ Sailboat From Cruz Bay, St. John Review
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Best Private Luxury 3 Hour St. John Sailing & Snorkel Charter
This private luxury 3-hour sailing and snorkeling charter in St. John, USVI, aboard the 60-foot sailboat Tandemeer, offers an exclusive experience for up to six people.
Departing from Cruz Bay, the tour sails to Pillsbury Sound, stopping at Honeymoon Beach or Lovango Cay for swimming and snorkeling.
Snorkeling equipment is provided, and coffee, tea, soft drinks, and snacks are served onboard.
While not wheelchair accessible and not recommended for those with certain medical conditions, this charter requires a moderate fitness level.
Reviews highlight the professional crew, memorable experiences, and customized trips, though the overall rating is 3.5 out of 6 reviews.
Read our full review: Best Private Luxury 3 Hour St. John Sailing & Snorkel Charter Review
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Private Full-Day (6hr) Sailing and Snorkeling Tour From Cruz Bay
Set out on a full-day private sailing and snorkeling excursion from Cruz Bay, exploring the pristine waters and serene coves of St. John.
This 6-hour tour includes a tasty lunch, coffee/tea, and alcoholic beverages, as well as the use of snorkeling gear.
While the tour isn’t wheelchair-accessible and isn’t recommended for those with certain medical conditions, it does offer a moderate level of physical activity.
However, based on a single review, there are concerns about the captain, crew, boat condition, and safety.
The host has acknowledged these issues and assures prospective guests of the boat’s cleanliness, safety, and crew dedication, noting positive feedback from most guests.
Read our full review: Private Full-Day (6hr) Sailing and Snorkeling Tour From Cruz Bay Review
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Recap
St. John offers a variety of top-rated boat tours and sailing excursions, from private luxury sunset sails to full-day private charters exploring the best of the US Virgin Islands. Whether you’re seeking an all-inclusive day sail, a snorkeling adventure, or a customized sailing experience, there’s a tour to suit your preferences and make your St. John visit truly unforgettable.