St. Croix’s boat tours range from practical sightseeing trips to atmospheric sunset cruises. The most worthwhile options include evening sails featuring local music and Caribbean rum punch – perfect for soaking in those golden-hour views. For history buffs, private sailing tours explore the island’s rich pirate heritage and historic shipwrecks.

Our favorite outings combine comfort with cultural insights. The sunset cruises stand out for their relaxed pace and excellent hospitality, while private charters earn high marks for their personalized historical narratives and flexibility.

See our tested picks for St. Croix’s best boat tours below.

Key Points

  • The Live Music Sunset Sail provides an intimate and scenic experience on St. Croix waters, with live music and unlimited rum punch for guests 18+.
  • The private sailing tour in Salt River Bay offers a 2-hour duration, educational insights into pirate history, and a Lowest Price Guarantee.
  • Catamaran tours accommodate wheelchairs and strollers, with service animals permitted, and guests can bring their own snacks and additional drinks.
  • Cancellation policies are flexible, allowing for full refunds up to 24 hours in advance, enhancing traveler security and encouraging bookings.
  • Tour logistics include departure and return at the FOLLY boat in Salt River, Montpellier, with beverages provided, and restrictions on wheelchair accessibility but allowance for service animals.

Live Music Sunset Sail

Live Music Sunset Sail

The Live Music Sunset Sail offers a scenic and lively experience on the waters surrounding St. Croix. With a capacity limited to 48 travelers, this intimate cruise provides an opportunity to enjoy live music while taking in the stunning sunset views.

Guests 18 and older can indulge in unlimited complimentary Rum Punch throughout the evening, while those who prefer can bring their own snacks on board. Soft drinks are also provided.

For added convenience, the activity concludes at the original meeting point, the Frederiksted Pier. A Google Maps link is provided to assist with navigation.

Accessibility is ensured, as the catamaran accommodates wheelchairs and strollers, and service animals are welcome. Before boarding, a safety briefing is conducted to ensure a smooth and secure experience.

Cancellation policies offer flexibility, with a full refund available for cancellations made 24 hours in advance.

Read our full review: Live Music Sunset Sail Review
Book now: Check availability

Private Sailing Tour of Pirate Waters and Shipwrecks

Private Sailing Tour of Pirate Waters and Shipwrecks

Travelers seeking a unique and immersive sailing experience can embark on a Private Sailing Tour of Pirate Waters and Shipwrecks around St Croix.

Starting at €72.17 per person, this 2-hour tour offers a Lowest Price Guarantee and free cancellation up to 24 hours in advance. Guests can enjoy instant mobile ticketing and a private tour exclusive to their group, with educational insights into the history of pirates and buccaneers.

The tour includes entry and admission to historical sites like Columbus Cove and Fort Christiansvaern, as well as a scenic sailing experience in Salt River Bay.

Beverages such as Coors Light, water, and Coke are provided, and guests can bring additional drinks. The tour departs from the FOLLY boat moored by a restaurant space in Salt River, Montpellier, and returns to the same location.

Confirmation of the start time is required with the local provider, and the tour isn’t wheelchair accessible, though service animals are permitted.

Read our full review: Private Sailing Tour of Pirate Waters and Shipwrecks Review
Book now: Check availability

The Sum Up

For those seeking a memorable boating adventure in St. Croix, the Live Music Sunset Sail and Private Sailing Tour of Pirate Waters and Shipwrecks offer unique and exciting experiences. Whether you’re looking to enjoy live music while cruising into the sunset or explore the island’s rich maritime history, these tours provide an excellent way to discover the natural beauty and cultural heritage of this captivating Caribbean destination.