Top Caribbean Sunset Cruises

Q: What are the best options for Caribbean Sunset Cruises?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Sunset Cruises are: Private Sunset Sailor's Delight from Sapphire Marina Curacao: Private Luxury Boat Tour Half Day Grand Cayman Stingray City Sandbar Catamaran Sunset Tour Jolly Pirate Sunset Sail with Open Bar Sunset Boat Tour into Caroni Wetlands

Q: What are the best kid-friendly options for Caribbean Sunset Cruises Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Sunset Cruises are: Banana Adventure Catamaran Tropical Sunset Sail Grand Cayman Stingray City Sandbar Catamaran Sunset Tour No1Sxm Sunset Sail Experience in St Maarten Sunset Boat Tour into Caroni Wetlands Jolly Pirate Sunset Sail with Open Bar View all kid-friendly Tours →

Q: Which Caribbean Sunset Cruises have Instant Confirmation?

Caribbean Sunset Cruises with Instant Confirmation include: Banana Adventure Catamaran Tropical Sunset Sail Grand Cayman Stingray City Sandbar Catamaran Sunset Tour Sunset Boat Tour into Caroni Wetlands Jolly Pirate Sunset Sail with Open Bar Private Sunset Cruise in Caribbean in St. Lucia View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Sunset Cruises have Hotel Pickup?

No problem. These Caribbean Sunset Cruises include Hotel Pickup: Banana Adventure Catamaran Tropical Sunset Sail Sunset Boat Tour into Caroni Wetlands Private Sunset Cruise in Caribbean in St. Lucia Champagne Sunset Sail in St. Lucia St. Lucia Private Sunset Cruise - Marigot Bay and Rodney Bay View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

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

5.0 (672)

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...

2 hours Free Cancellation

5.0 (672)

from
$119

Historical San Juan Bay Sunset Sailing Tour

Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no …More

4.7 (725)

Historical San Juan Bay Sunset Sailing Tour

Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no...

2 hours Free Cancellation

4.7 (725)

from
$119

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

4.8 (1,331)

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...

2 hours Free Cancellation

4.8 (1,331)

from
$119

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

5.0 (83)

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...

2 hours Free Cancellation

5.0 (83)

from
$119

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

4.8 (390)

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...

90 to 120 minutes Free Cancellation

4.8 (390)

from
$119

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

4.9 (61)

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...

3 hours

4.9 (61)

from
$125

Lovers Rock Catamaran Cruise From Ocho Rios

Sail off into the sunset on this 2 and a half hour romantic cruise in Ocho Riosthat features stunning views of the golden sun sinking …More

Ocho Rios, Jamaica

4.3 (14)

Lovers Rock Catamaran Cruise From Ocho Rios

Sail off into the sunset on this 2 and a half hour romantic cruise in Ocho Riosthat features stunning views of the golden sun sinking...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (14)

from
$125

Set sail on this 3 hour sunset cruise and take in the views of Jamaica's south coast from the best seat in the house! Stop by a …More

Negril, Jamaica

3.6 (5)

Reggae Sunset Cruise From South Coast

Set sail on this 3 hour sunset cruise and take in the views of Jamaica's south coast from the best seat in the house! Stop by a...

3 hours Hotel pickup offered Free Cancellation

3.6 (5)

from
$125

We pride ourselves with the fact that we enjoy sailing capturing the beautiful sunset, all while enjoying island music with an all inclusive bar and …More

Nassau, Bahamas

4.3 (92)

All Inclusive Sunset Dinner Cruise in Nassau Bahamas

We pride ourselves with the fact that we enjoy sailing capturing the beautiful sunset, all while enjoying island music with an all inclusive bar and...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (92)

from
$138

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

5.0 (20)

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...

2 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$140

Antigua Sunset Catamaran Cruise From St. John's

Set sail on a one-of-a-kind tropical sunset cruise to experience the spectacular Antiguan sunset. Once aboard the catamaran enjoy a welcome cocktail as you take …More

4.6 (85)

Antigua Sunset Catamaran Cruise From St. John's

Set sail on a one-of-a-kind tropical sunset cruise to experience the spectacular Antiguan sunset. Once aboard the catamaran enjoy a welcome cocktail as you take...

2 hours 30 minutes Hotel pickup offered

4.6 (85)

from
$141

Sunset Cruise Party - All-Inclusive Experience

Imagine this… The most stunning sunset you've ever seen, along with live music, savoury bites, and refreshing drinks, all aboard our luxurious catamaran, the Gold …More

4.6 (314)

Sunset Cruise Party - All-Inclusive Experience

Imagine this… The most stunning sunset you've ever seen, along with live music, savoury bites, and refreshing drinks, all aboard our luxurious catamaran, the Gold...

3 hours Free Cancellation

4.6 (314)

from
$145

Ricks Cafe Cruise Snorkeling Open Bar DJ OCEAN EDEN BAY/CORAL

Lets set sail.. ! Your crew awaits. On Negril's Sweetheart Catamaran, SUNSHINE of the Seas, our staff are there to take care of you, as …More

Negril, Jamaica

4.6 (5)

Ricks Cafe Cruise Snorkeling Open Bar DJ OCEAN EDEN BAY/CORAL

Lets set sail.. ! Your crew awaits. On Negril's Sweetheart Catamaran, SUNSHINE of the Seas, our staff are there to take care of you, as...

4 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$145

Grand Cayman Bioluminescent Bay and Starfish Point Tour

Grand Cayman is one of the world’s most remarkable places to experience bioluminescence, a rare natural phenomenon that turns the water into a display of …More

Grand Cayman, Cayman Islands

5.0 (4)

Grand Cayman Bioluminescent Bay and Starfish Point Tour

Grand Cayman is one of the world’s most remarkable places to experience bioluminescence, a rare natural phenomenon that turns the water into a display of...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$149

All aboard our premium catamaran for a tour of the beautiful town of Soufriere by way of the water! Pass by quaint fishing villages as …More

Castries, St Lucia

4.6 (67)

Soufriere Adventure Cruise

All aboard our premium catamaran for a tour of the beautiful town of Soufriere by way of the water! Pass by quaint fishing villages as...

7 hours Hotel pickup offered

4.6 (67)

from
$153

St. Lucia Luxury Sunset Cruise From Castries

Relax and sail in style on a luxury 50ft catamaran in St. Lucia as you enjoy the beautiful Caribbean sunset. Tasty hors d’oeuvres and seafood …More

Choc, St Lucia

4.1 (17)

St. Lucia Luxury Sunset Cruise From Castries

Relax and sail in style on a luxury 50ft catamaran in St. Lucia as you enjoy the beautiful Caribbean sunset. Tasty hors d’oeuvres and seafood...

3 hours Hotel pickup offered

4.1 (17)

from
$174

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage …More

Sunset Deluxe 2-Hour Private Charter in Montego Bay, Open Bar

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage...

2 hours Free Cancellation

from
$227

Sunset Yacht Cruise Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music …More

5.0 (1)

Sunset Yacht Cruise Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music...

3 hours Free Cancellation

5.0 (1)

from
$227

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

5.0 (25)

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...

4 hours Free Cancellation

5.0 (25)

from
$260

Deluxe 2-Hour Private Charter in Montego Bay with Open Bar

Escape to a Private Paradise Begin your day with a personalised welcome at our secluded pier, where refreshing cold towels and dedicated concierge service await. …More

5.0 (3)

Deluxe 2-Hour Private Charter in Montego Bay with Open Bar

Escape to a Private Paradise Begin your day with a personalised welcome at our secluded pier, where refreshing cold towels and dedicated concierge service await....

3 hours Free Cancellation

5.0 (3)

from
$273