St John’s 2 Best Sailing Experiences

Discover the best sailing experiences in St John, from private day charters to sailing lessons, to find the perfect way to enjoy the Caribbean waters.

Discover the best sailing experiences in St John, from private day charters to sailing lessons, to find the perfect way to enjoy the Caribbean waters.

Discover the top **National Park tours** in St. John, including kayaking with sea turtles and private island exploration—perfect for adventure lovers and history buffs alike.

Discover the top lunch experiences in St John, from snorkeling cruises with floating taco bars to pizza sailings—perfect for every taste and budget.

Discover the best historical tours in St John, from a private beach and heritage tour to a spooky ghost walk—perfect options for every interest and schedule.

Discover the best hiking and trekking tours in St John, from scenic eco hikes with snorkeling to expert-led adventures exploring Virgin Islands National Park.

Discover the best full-day tours in St John, from snorkeling adventures with tacos and open bar to exploring Virgin Gorda's Baths and caves. Choose your perfect trip.

Discover the top drinking and sailing experiences in St John, from full-day snorkeling cruises with tacos to sunset sails and sunset dinners, perfect for every mood.

Discover the top canoe and kayak experiences in St John, from peaceful daytime paddles with sea turtles to glowing night excursions under the stars.

Discover the 8 best boat tours in St John, from sunset sails and snorkeling adventures to private charters—perfect for every style of island explorer.

Discover the best tours in St John, from snorkeling and sailing to private adventures. Find insider tips and detailed reviews to plan your perfect trip.

Experience a full day of sailing, snorkeling, and tasting delicious tacos in St. John, USVI with open bar, scenic stops, and attentive crew — great value for a memorable island day.

Experience a private, all-inclusive sailing adventure in St John, USVI, with snorkeling, gourmet lunch, drinks, and personalized service on a classic sailboat.

Discover St. John’s highlights with this private tour, exploring Cruz Bay, Annaberg Ruins, and relaxing at Trunk Bay — perfect for small groups.

Discover St. John’s highlights on this small-group tour, including beaches, a sugar plantation, and national park views—all with local insights for a great value.

Enjoy a half-day trip to Trunk Bay on St. John, with scenic stops, beach time, and snorkeling. Perfect for those seeking natural beauty and relaxed pace.

Experience a full-day all-inclusive sailing trip in St. John with snorkeling, beaches, and lunch aboard a private 40-foot sailboat, guided by friendly, knowledgeable hosts.

Experience a personalized 1-hour photoshoot in St. John, USVI, capturing stunning views, hidden spots, and creating memorable holiday snapshots.

Experience a private, all-inclusive day sail from St. John, USVI, with snorkeling, gourmet lunch, and stunning coastal views in calm protected waters.

Explore St. John from the water on a private Boston Whaler, visiting top beaches and snorkeling spots at your own pace, perfect for adventure seekers.

Explore St. John’s local flavor with this 2.5-hour food tour, visiting art, wildlife, and savoring island-style tapas and cocktails in authentic settings.

Discover St. John’s vibrant reefs with Low Key Watersports’ two-tank morning dive—expert guides, stunning waters, and great value for certified divers.

Experience the magic of St. John at night with a glowing kayak tour from Westin Resort. See marine life, enjoy glow paint, and paddle under stars.

Discover the haunted charm of Cruz Bay with this 1.5-2 hour ghost tour. Learn local legends, explore haunted sites, and enjoy a spooky night out.

Experience breathtaking Caribbean sunsets aboard a luxurious catamaran, enjoy open bar and hors d'oeuvres in St. John for just $109 per person.