Sunset & Dinner Sails

All Sunset Sailing & Dinner Cruise Tours

Departing from st. Thomas & St. John

Sailing catamaran with a raised sail on calm ocean near green islands under a partly cloudy sky.

St. Thomas Departure

Days End Sunset Sail

As the sun dips below the horizon, board a luxury sailing catamaran for an evening sail. Enjoy panoramic views of the Caribbean sunset while sampling drinks from an open bar.

Previous price $159.$159

Now Starting At

$59

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lady lynsey sailboat at full mast

St. Thomas Departure

Dinner Sail to St. John

Embark on an evening sail from the beach at The Ritz-Carlton Resort in St. Thomas. Enjoy cocktails as you journey to St. John for dinner. Return under the stars, savoring desserts and drinks from the open bar before disembarking back at your starting point.

Previous price $179.$179

Now Starting At

$119

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aerial view of Lovango

St. John Departure

Dinner Sail to Lovango

Sail toward a secluded island as you enjoy cocktails aboard a luxury catamaran. Onshore, savor Caribbean cuisine at an upscale beach club before browsing local shops. Return under the moonlight with an open bar.

Previous price $119.$119

Now Starting At

$99

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Sailboat on ocean at sunset with distant islands and clouded sky.

St. John Departure

Days End Sunset Sail

Sail into the evening aboard a 65-foot catamaran, where vibrant hues fill the sky. Enjoy drinks as you glide through Pillsbury Sound, returning in time for dinner.

Previous price $129.$129

Now Starting At

$69

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sunset & dinner sailing tours

Depart from the Westin Frenchman Reef & The Ritz-Carlton.

Sailing catamaran with a raised sail on calm ocean near green islands under a partly cloudy sky.

St. Thomas Departure

Days End Sunset Sail

As the sun dips below the horizon, board a luxury sailing catamaran for an evening sail. Enjoy panoramic views of the Caribbean sunset while sampling drinks from an open bar.

Previous price $159.$159

Now Starting At

$59

view experience
lady lynsey sailboat at full mast

St. Thomas Departure

Dinner Sail to St. John

Embark on an evening sail from the beach at The Ritz-Carlton Resort in St. Thomas. Enjoy cocktails as you journey to St. John for dinner. Return under the stars, savoring desserts and drinks from the open bar before disembarking back at your starting point.

Previous price $179.$179

Now Starting At

$119

view experience

sunset & dinner sailing tours

Depart from The Westin St. John Resort Villas

aerial view of Lovango

St. John Departure

Dinner Sail to Lovango

Sail toward a secluded island as you enjoy cocktails aboard a luxury catamaran. Onshore, savor Caribbean cuisine at an upscale beach club before browsing local shops. Return under the moonlight with an open bar.

Previous price $119.$119

Now Starting At

$99

view experience
Sailboat on ocean at sunset with distant islands and clouded sky.

St. John Departure

Days End Sunset Sail

Sail into the evening aboard a 65-foot catamaran, where vibrant hues fill the sky. Enjoy drinks as you glide through Pillsbury Sound, returning in time for dinner.

Previous price $129.$129

Now Starting At

$69

view experience

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