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Top Caribbean Sunset Cruises

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San Juan Sunset Harbor Boat Ride
Likely to Sell Out
Likely to Sell Out
Isla Verde, Puerto Rico
4.7 (1,419)

San Juan Sunset Harbor Boat Ride

Hop aboard and join us for a captivating journey on a sunset pontoon boat tour, exploring the timeless allure of San Juan Bay, the historical...

1 hour 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (1,419)
from
$99
San Juan Catamaran Sunset Sail with Drinks Included
Likely to Sell Out
Likely to Sell Out
5.0 (666)

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 (666)
from
$119
All Inclusive Sunset Dinner Cruise in Nassau Bahamas
Nassau, Bahamas
4.3 (87)

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 (87)
from
$138
Champagne Sunset Sail in St. Lucia
Choc, St Lucia
4.7 (194)

Champagne Sunset Sail in St. Lucia

Cruise along the West Coast of St. Lucia on this 2-hour Sunset Cruise! Onboard one of our Spacious Catamarans, enjoy St Lucia's famous and beautiful...

2 hours • Hotel pickup offered • Free Cancellation
4.7 (194)
from
$75
Nassau Sunset Dinner Cruise
Likely to Sell Out
Likely to Sell Out
Nassau, Bahamas
4.4 (428)

Nassau Sunset Dinner Cruise

This Nassau sunset dinner cruise is a truly unique experience. Relax in a casual atmosphere on a sailing catamaran while sitting on the nets or...

2 hours • Free Cancellation
4.4 (428)
from
$103
Private Sunset Cruise in Caribbean in St. Lucia
Likely to Sell Out
Likely to Sell Out
Marigot Bay, St Lucia
4.7 (83)

Private Sunset Cruise in Caribbean in St. Lucia

Private sunset cruise where customers can enjoy on of the many breathtaking sunsets St. Lucia is known for. We have the most friendly Captain and...

2 hours • Hotel pickup offered • Free Cancellation
4.7 (83)
from
$73
Historical San Juan Bay Sunset Sailing Tour
4.7 (720)

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 (720)
from
$119
Champagne Sunset Sail from Margaritaville
Likely to Sell Out
Likely to Sell Out
4.8 (829)

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,...

2 hours • Free Cancellation
4.8 (829)
from
$110
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
4.8 (1,307)

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 (1,307)
from
$119
Sunset Sail with Cocktails and Appetizers
4.8 (676)

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...

2 hours • Free Cancellation
4.8 (676)
from
$95
Luxury Catamaran Champagne Sunset Cruise
Likely to Sell Out
Likely to Sell Out
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
4.8 (388)

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...

1 hour 30 minutes • Free Cancellation
4.8 (388)
from
$145
Punta Cana Catamaran Sunset Cruise with BBQ, Drinks & Views
Punta Cana, Dominican Republic
5.0 (19)

Punta Cana Catamaran Sunset Cruise with BBQ, Drinks & Views

This private sunset catamaran cruise is designed for travelers seeking a relaxed and personal experience on the water. With the boat reserved exclusively for your...

2 hours • Hotel pickup offered • Free Cancellation
5.0 (19)
from
$795
Bioluminescence Snorkel Boat Tour to Klein Bonaire
5.0 (12)

Bioluminescence Snorkel Boat Tour to Klein Bonaire

Dive into a one-of-a-kind nighttime adventure and experience the magic of glowing Caribbean waters up close! As the sun sets, you’ll snorkel around Klein Bonaire...

2 hours • Free Cancellation
5.0 (12)
from
$104
Sunset Cruise Party - All-Inclusive Experience
4.6 (294)

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 (294)
from
$145
No1Sxm Sunset Sail Experience in St Maarten
4.9 (297)

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...

2 hours • Free Cancellation
4.9 (297)
from
$67
Stingray City Catamaran Sunset Tour
Likely to Sell Out
Likely to Sell Out
Grand Cayman, Cayman Islands
4.9 (78)

Stingray City 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...

2 hours • Free Cancellation
4.9 (78)
from
$59
Sunset & Champagne Cruise on a Classic Schooner with boat dogs
4.9 (208)

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...

2 hours 30 minutes • Free Cancellation
4.9 (208)
from
$85
6-Hour Turtles, Pizza Pi & Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (441)

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 Coast Guard certified crew members,...

6 hours
5.0 (441)
from
$350
Private Catamaran Booze Cruise & Snorkeling
4.9 (142)

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,...

3 hours • Hotel pickup offered • Free Cancellation
4.9 (142)
from
$713

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Amazingly Great Time
New York City
Sunset Sail with Cocktails and Appetizers
Paradise25451594799, Sep 2026
Amazingly Great Time
This was by far a Fun trip,the appetizers were perfect the crew was amazing and on Q when people needed tended to.. The Captain was very knowledgeable. We would definitely do it again and recommend to others
Read more
Very enjoyable
New York City
Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove
S9642VTjays, Sep 2026
Very enjoyable
Really enjoyable, relaxing, surprisingly good food and very accommodating staff. Highly recommended.
Read more
Great way to end your day!
New York City
Champagne Sunset Sail from Margaritaville
69hankg, Sep 2026
Great way to end your day!
This was a delightful evening. The crew were attentive and efficient. Food was tasty and beverages were plentiful. The Captain was knowledgeable and provided entertaining details about the areas we cruised.
Read more
The sunset cruise you don’t want to miss
New York City
San Juan Sunset Harbor Boat Ride
patriciadC306WT, Sep 2026
The sunset cruise you don’t want to miss
I’m so glad I booked this sunset cruise , my family had a blast!! From start to finish it was smooth sailing from pickup to , drop off. The staff on the boat were also phenomenal. It’s so much fun having great people welcome you .Once aboard the party mood is apparent and it’s catchy . You will want to join in. I can’t wait to come back to Puerto Rico , I would definitely say take this cruise and you won’t be disappointed.
Read more
Great catamaran
New York City
Champagne Sunset Sail in St. Lucia
koala191919, Sep 2026
Great catamaran
Great sunset cruise. The steel drum was a great added touch.
Read more
Do not miss this one.
New York City
Champagne Sunset Sail from Margaritaville
Melsdude, Sep 2026
Do not miss this one.
A not to miss event if you are ever in the USVI. We had so much fun on this cruise. Capt. Tuna and his crew were amazing and ensured we all had a good time.
Read more
Fun night
New York City
Nassau Sunset Dinner Cruise
Leonard_B, Sep 2026
Fun night
It was a great nighr and the food was yummy. The staff was fun and friendly. Sunnset was beautiful. ww would definetly do this again.
Read more
Beautiful, fun.Friendly...
New York City
Stingray City Catamaran Sunset Tour
Bart_K, Sep 2026
Beautiful, fun.Friendly...
Beautiful, fun.Friendly stingrays.Saw lots of fish and turtles while snorkeling.Nice boat and friendly captain.
Read more
Nice
New York City
Punta Cana Catamaran Sunset Cruise with BBQ, Drinks & Views
sergiokM2086IS, Sep 2026
Nice
The crew was amazing, the drinks were great! And the catamaran was in good shape! A decent place for coral reefs, they made it more pleasant thanks to the crew.
Read more
Excellent service
New York City
Punta Cana Catamaran Sunset Cruise with BBQ, Drinks & Views
paulbM3345YQ, Sep 2026
Excellent service
Excellent service! 100% recommended, we did many different things there were snacks and drinks, everyone was very attentive, I would go several times to see different types of fish and learn more about the sea
Read more
Beautiful sunset cruise
New York City
Sunset Sail with Cocktails and Appetizers
Cheryl_D, Sep 2026
Beautiful sunset cruise
What a nice friendly staff. It was a beautiful night. They took us around the islands. The food was good. The drinks were good and the staff was great. I would highly recommend this trip.
Read more
Great Tour
New York City
San Juan Sunset Harbor Boat Ride
kasoniap, Sep 2026
Great Tour
Tony our driver was great. The cruise was very chill and we enjoyed it. The Captain was awesome.
Read more
It was great. The music...
New York City
Sunset Cruise Party – All-Inclusive Experience
Trimone_H, Sep 2026
It was great. The music...
It was great. The music was great. We would definitely book again. The service and the food tasted so good.
Read more
🌇 cruise 2026
New York City
Sunset Cruise Party – All-Inclusive Experience
Anie_A, Sep 2026
🌇 cruise 2026
Awesome time. DJ did his thing with the 🎶 . Enjoyed tasty fingerfoods and drinks. Captain was cool dude. Definitely recommend
Read more
Bonaire Good Vibes
New York City
Bioluminescence Snorkel Boat Tour to Klein Bonaire
juliesK1528PF, Sep 2026
Bonaire Good Vibes
We enjoyed the casual vessel vibe, and the guides were very personable and informative. The waters were a bit rough but the bioluminescence were easily spotted and best described as fairy dust.
Read more
One of the greatest...
New York City
Champagne Sunset Sail in St. Lucia
George_S, Sep 2026
One of the greatest...
One of the greatest experiences in St.Lucia !! My wife and I had a blast. Vernon from Sea Spray Cruises made it a memorable experience. He was so giving of himself and kind.
Read more
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