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Top Caribbean Sunset Cruises

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Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Be sure to come hungry for The VI Cat's Harbor Lights Dinner Sail! This catamaran's dinner has offerings for all palettes in front of an …More

Be sure to come hungry for The VI Cat's Harbor Lights Dinner Sail! This catamaran's dinner has offerings for all palettes in front of an...

2 hours Free Cancellation
4.8 (1,329)
from
$119
Champagne Sunset Sail from Margaritaville

Climb aboard our brand-new catamaran, Snorkel Cat, and immerse yourself in the breathtaking beauty of a Caribbean sunset. Departing from 5:00 pm to 7:00 pm, …More

Climb aboard our brand-new catamaran, Snorkel Cat, and immerse yourself in the breathtaking beauty of a Caribbean sunset. Departing from 5:00 pm to 7:00 pm,...

2 hours Free Cancellation
4.8 (850)
from
$110
Sunset Sail with Cocktails and Appetizers

**A Beautiful Sunset Sail** What better way to experience the Caribbean Sunset than aboard 'The VI Cat' for a beautiful 2-hour sunset cruise with appetizers …More

**A Beautiful Sunset Sail** What better way to experience the Caribbean Sunset than aboard 'The VI Cat' for a beautiful 2-hour sunset cruise with appetizers...

2 hours Free Cancellation
4.8 (684)
from
$95
San Juan Catamaran Sunset Sail with Drinks Included

Sit back, relax and take in the amazing sights of historic San Juan Bay with picturesque sunset lighting. This 2-hour sail aboard a 37ft catamaran …More

Likely to Sell Out
Likely to Sell Out

Sit back, relax and take in the amazing sights of historic San Juan Bay with picturesque sunset lighting. This 2-hour sail aboard a 37ft catamaran...

2 hours Free Cancellation
5.0 (672)
from
$119
6-Hour Turtles, Pizza Pi & Sunset Sail

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call …More

Likely to Sell Out
Likely to Sell Out

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call...

6 hours
5.0 (441)
from
$280
Lady Grace Signature Luxury Catamaran Sunset Sail

A day in the islands is not complete without a relaxing sunset sail. Join us aboard the luxury sailing catamaran Lady Grace to celebrate this …More

A day in the islands is not complete without a relaxing sunset sail. Join us aboard the luxury sailing catamaran Lady Grace to celebrate this...

90 to 120 minutes Free Cancellation
4.8 (390)
from
$119
No1Sxm Sunset Sail Experience in St Maarten

Are you ready to go Sailing? TRUE sailing on board of No1Sxm Trimaran: stable, smooth, comfortable. The 2 hour Sailing Experience is pure bliss, with …More

Are you ready to go Sailing? TRUE sailing on board of No1Sxm Trimaran: stable, smooth, comfortable. The 2 hour Sailing Experience is pure bliss, with...

2 hours Free Cancellation
4.9 (303)
from
$67
Sunset & Champagne Cruise on a Classic Schooner with boat dogs

...the perfect ending to another perfect day. Sail just offshore of the coast of Grenada. Enjoy a glass of champagne, fresh Appetizers from the onboard …More

...the perfect ending to another perfect day. Sail just offshore of the coast of Grenada. Enjoy a glass of champagne, fresh Appetizers from the onboard...

2 hours 30 minutes Free Cancellation
4.9 (213)
from
$85
Private Catamaran Booze Cruise & Snorkeling

Embark on an exciting private catamaran tour for small groups, come with your family and friends along the amazing coastline of Punta Cana, Dominican Republic, …More

Embark on an exciting private catamaran tour for small groups, come with your family and friends along the amazing coastline of Punta Cana, Dominican Republic,...

3 hours Hotel pickup offered Free Cancellation
4.9 (156)
from
$839
Banana Adventure Catamaran Tropical Sunset Sail

Experience the magic of an Aruban sunset aboard our luxurious catamaran. Sip on refreshing drinks and savor tasty snacks as you sail along the sparkling …More

Experience the magic of an Aruban sunset aboard our luxurious catamaran. Sip on refreshing drinks and savor tasty snacks as you sail along the sparkling...

2 hours Hotel pickup offered Free Cancellation
4.8 (141)
from
$50
Barbados Sunset and Snorkeling Catamaran Cruise

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning …More

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning...

3 hours Hotel pickup offered Free Cancellation
4.9 (107)
from
$110
Luxury Catamaran Champagne Sunset Cruise

Avoid the crowds. The start to a perfect evening is always the sunset. Board your luxury power catamaran and lounge in one of the many …More

Likely to Sell Out
Likely to Sell Out

Avoid the crowds. The start to a perfect evening is always the sunset. Board your luxury power catamaran and lounge in one of the many...

2 hours Free Cancellation
5.0 (83)
from
$119
Grand Cayman Stingray City Sandbar Catamaran Sunset Tour

Set sail on a 2-hour journey aboard the Buccaneer Catamaran, your gateway to the enchanting Stingray City Sandbar. This unforgettable experience allows you to interact …More

Grand Cayman, Cayman Islands

Set sail on a 2-hour journey aboard the Buccaneer Catamaran, your gateway to the enchanting Stingray City Sandbar. This unforgettable experience allows you to interact...

2 hours Free Cancellation
4.9 (78)
from
$59
Adults Only Jolly Pirate Sunset Grub and Grog Dinner Sail

Join the Jolly Crew aboard Aruba's liveliest sunset party cruise with an opportunity to swing from the Jolly Pirate yard arm. There's a DJ aboard …More

Join the Jolly Crew aboard Aruba's liveliest sunset party cruise with an opportunity to swing from the Jolly Pirate yard arm. There's a DJ aboard...

3 hours
4.9 (61)
from
$125
Catamaran Sunset Sail

You are on course for a good time with Bermuda's original sunset Sail. Soak up the setting sun and sensual seascapes as we sail in …More

Likely to Sell Out
Likely to Sell Out

You are on course for a good time with Bermuda's original sunset Sail. Soak up the setting sun and sensual seascapes as we sail in...

1 hour 30 minutes Free Cancellation
4.8 (59)
from
$94
Private Sunset Cruise in Grace Bay

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power …More

Likely to Sell Out
Likely to Sell Out

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power...

2 hours Free Cancellation
4.9 (48)
from
$1,600
Private Sunset Cruise & Rum Swizzle

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping …More

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping...

1 hour Free Cancellation
4.9 (46)
from
$500
Curacao: Private Luxury Boat Tour Half Day

Create unforgettable memories with Maxie Sailing! We specialize in private luxury sailing experiences in Curacao, with our spacious 48-ft yacht reserved exclusively for you and …More

Likely to Sell Out
Likely to Sell Out

Create unforgettable memories with Maxie Sailing! We specialize in private luxury sailing experiences in Curacao, with our spacious 48-ft yacht reserved exclusively for you and...

4 hours Free Cancellation
5.0 (25)
from
$260
Private Sunset Dinner Cruise in Bonaire w/ Sailing & Snorkeling

This private tour has it all! Sailing, snorkeling, sunset dinner cruise, and star-gazing. Our 4.5 hour tour starts at 3:00 p.m. and ends at 7:30 …More

This private tour has it all! Sailing, snorkeling, sunset dinner cruise, and star-gazing. Our 4.5 hour tour starts at 3:00 p.m. and ends at 7:30...

4 hours 30 minutes
5.0 (22)
from
$2,499
Sunset Cruise from Providenciales

Enjoy one of Provo’s most glorious sunset charters along the world famous Grace Bay Coastline. Take in this beautiful setting while you dance into the …More

Enjoy one of Provo’s most glorious sunset charters along the world famous Grace Bay Coastline. Take in this beautiful setting while you dance into the...

2 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$140

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