THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Sip cocktails on a 53-foot catamaran as you cross from St. Thomas to St. John, dine in Cruz Bay, then return under the stars with dessert and cordials. This easy evening sail pairs island dining with a relaxed open-bar cruise.
Sip cocktails on a 53-foot catamaran as you cross from St. Thomas to St. John, dine in Cruz Bay, then return under the stars with dessert and cordials. This easy evening sail pairs island dining with a relaxed open-bar cruise.
The sun leans low over Magens Bay as a 53-foot catamaran eases from the Ritz-Carlton’s beachfront, lights of St. Thomas sliding astern. Cocktails and hors d'oeuvres circulate as the turquoise channel narrows and the silhouette of St. John grows—Cruz Bay’s lights promising dinner ashore and a short, easy evening on land.
Verified experiences and guided adventures in the surrounding area.
Operated by Cruz Bay Watersports · Charlotte Amalie, U.S. Virgin Islands
The sun leans low over Magens Bay as a 53-foot catamaran eases from the Ritz-Carlton’s beachfront, lights of St. Thomas sliding astern. Cocktails and hors d'oeuvres circulate as the turquoise channel narrows and the silhouette of St. John grows—Cruz Bay’s lights promising dinner ashore and a short, easy evening on land.
This short island crossing follows the same waterways used by inter-island traders for centuries. St. John’s rugged hills are volcanic in origin and are now largely protected inside the Virgin Islands National Park; many of the shoreline restaurants you’ll choose from sit close to old sugar-plantation ruins and the small port that grew up around them.
Expect a relaxed, sociable voyage rather than a formal cruise: outbound hors d'oeuvres and a full open bar set the tone, you disembark to eat at your chosen restaurant in Cruz Bay, then reboard for a starlit return with desserts and cordials. Night sailing here is quiet—trade winds and an experienced crew do the work while the island current nudges the boat home.
Practical pointers: arrive 20–30 minutes early at the Ritz-Carlton beach, bring an ID (U.S. citizens need no passport between St. Thomas and St. John), and plan dinner reservations in Cruz Bay in advance. Pick non-marking shoes and a light wind layer for the return; seas can be calm but bring motion-sickness prevention if you’re sensitive. Bookings usually allow cancellation 24 hours prior—check the provider for exact rules.
easy.
5 hours.
No special fitness required—suitable for travelers comfortable boarding a small passenger vessel and walking short distances ashore.
No—both islands are in the U.S. Virgin Islands. U.S. citizens should still carry a government photo ID; non-U.S. travelers should check entry requirements.
No — the cruise provides hors d'oeuvres, a full open bar outbound and desserts on return; you dine at a restaurant of your choosing in Cruz Bay.
The operator notes stroller access is possible; contact the provider in advance for details on boarding assistance and mobility needs.
You can receive a full refund if you cancel at least 24 hours before the scheduled departure; weather or insufficient travelers may also cause cancellations.
St. John’s shoreline settlements grew around colonial-era sugar plantations; many ruins and small museums near Cruz Bay recall Danish colonial and plantation history.
Much of St. John is protected as Virgin Islands National Park—use reef-safe sunscreen, avoid anchoring on coral, and minimize single-use plastics when ashore.
Cruz Bay Watersports operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
The sun leans low over Magens Bay as a 53-foot catamaran eases from the Ritz-Carlton’s beachfront, lights of St. Thomas sliding astern. Cocktails and hors d'oeuvres circulate as the turquoise channel narrows and the silhouette of St. John grows—Cruz Bay’s lights promising dinner ashore and a short, easy evening on land.
The sun leans low over Magens Bay as a 53-foot catamaran eases from the Ritz-Carlton’s beachfront, lights of St. Thomas sliding astern. Cocktails and hors d'oeuvres circulate as the turquoise channel narrows and the silhouette of St. John grows—Cruz Bay’s lights promising dinner ashore and a short, easy evening on land.
This short island crossing follows the same waterways used by inter-island traders for centuries. St. John’s rugged hills are volcanic in origin and are now largely protected inside the Virgin Islands National Park; many of the shoreline restaurants you’ll choose from sit close to old sugar-plantation ruins and the small port that grew up around them.
Expect a relaxed, sociable voyage rather than a formal cruise: outbound hors d'oeuvres and a full open bar set the tone, you disembark to eat at your chosen restaurant in Cruz Bay, then reboard for a starlit return with desserts and cordials. Night sailing here is quiet—trade winds and an experienced crew do the work while the island current nudges the boat home.
Practical pointers: arrive 20–30 minutes early at the Ritz-Carlton beach, bring an ID (U.S. citizens need no passport between St. Thomas and St. John), and plan dinner reservations in Cruz Bay in advance. Pick non-marking shoes and a light wind layer for the return; seas can be calm but bring motion-sickness prevention if you’re sensitive. Bookings usually allow cancellation 24 hours prior—check the provider for exact rules.