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Top Caribbean Dining Experiences

154 Results
Private Sunset Dinner on the Water

Dinner in the islands wouldn't be complete without a proper sunset dinner- that's why Moana Charters wants to give you the best experience by having …More

Dinner in the islands wouldn't be complete without a proper sunset dinner- that's why Moana Charters wants to give you the best experience by having...

2 hours Free Cancellation
4.3 (6)
from
$1,400
Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us …More

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us...

6 hours 30 minutes Free Cancellation
5.0 (122)
from
$1,495
St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)

If you’re looking for an unforgettable day at sea, book a private boat charter with Sweet Pea Charters. Our luxury 40 by 25 foot catamaran …More

Likely to Sell Out
Likely to Sell Out

If you’re looking for an unforgettable day at sea, book a private boat charter with Sweet Pea Charters. Our luxury 40 by 25 foot catamaran...

6 hours 30 minutes Free Cancellation
5.0 (113)
from
$1,650
"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.

Start your day with a captivating Hike at The Baths, this natural wonder is characterized by massive graite boulders scattered along the beach, forming picturesque …More

Tortola, British Virgin Islands

Start your day with a captivating Hike at The Baths, this natural wonder is characterized by massive graite boulders scattered along the beach, forming picturesque...

7 hours Free Cancellation
4.9 (34)
from
$1,690
St Martin Grand Case Experience: Night at anchor in Catamaran

Come to dinner and sleep on the water! Enjoy an unusual night at anchor aboard a cruise catamaran and live an unforgettable experience. …More

Come to dinner and sleep on the water! Enjoy an unusual night at anchor aboard a cruise catamaran and live an unforgettable experience....

17 hours Free Cancellation
from
$1,712
Private Catamaran to Catalina Island With Lunch & Snorkeling

Unspoiled and uninhabited Catalina Island is the star of this tour. You’ll have a few hours to enjoy its palm-fringed sandy beach, which stretches out …More

Punta Cana, Dominican Republic

Unspoiled and uninhabited Catalina Island is the star of this tour. You’ll have a few hours to enjoy its palm-fringed sandy beach, which stretches out...

8 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$1,800
Private St. Maarten Cruise - Hakuna Matata Catamaran

Embark on a truly unique journey, where your experience is shaped by your desires. Perfect for families, couples, or groups, our flexible itinerary allows you …More

Likely to Sell Out
Likely to Sell Out

Embark on a truly unique journey, where your experience is shaped by your desires. Perfect for families, couples, or groups, our flexible itinerary allows you...

7 hours
5.0 (71)
from
$1,830
Blue Parrot Snorkel Sail with 4 course lunch or dinner in Aruba

You are cordially invited to indulge yourself in the privacy and comfort of an Aruba sailing charter! What ever your desires, the crew of the …More

Palm - Eagle Beach, Aruba

You are cordially invited to indulge yourself in the privacy and comfort of an Aruba sailing charter! What ever your desires, the crew of the...

4 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$1,919
Private Sunset Charter on Elusive Catamaran

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury …More

Likely to Sell Out
Likely to Sell Out

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury...

3 hours Free Cancellation
5.0 (5)
from
$2,000
Private Sunset Charter on Wyuna Catamaran

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury …More

Likely to Sell Out
Likely to Sell Out

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury...

3 hours Free Cancellation
5.0 (1)
from
$2,150
Private St Lucia Full Day Snorkeling Charter for Up to 15 Guests

Hop aboard one of our catamarans for an exciting full day of snorkeling. Choose from a variety of different snorkeling sites offered along the West …More

Hop aboard one of our catamarans for an exciting full day of snorkeling. Choose from a variety of different snorkeling sites offered along the West...

7 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$2,230
Montego Bay Private Yacht Tour with Open Bar and Lunch

We are not just offering a cruise. We are offering an escape and tranquility. Our aim is to provide sophistication, outstanding customer service and the …More

Montego Bay, Jamaica

We are not just offering a cruise. We are offering an escape and tranquility. Our aim is to provide sophistication, outstanding customer service and the...

4 hours Free Cancellation
4.9 (68)
from
$2,500
St Martin Gd Case Private cruise: dinner and night in Tintamarre

Live a unique and original experience in Saint Martin: Discover the joy of spending an exceptional day and night on a sailing catamaran for long-distance …More

Live a unique and original experience in Saint Martin: Discover the joy of spending an exceptional day and night on a sailing catamaran for long-distance...

22 hours Free Cancellation
5.0 (1)
from
$2,840
Rest & Rejuvenate Retreat to Barbados

An 7 day and 6 night retreat includes fight in glorious Barbados to perfect your publicity & marketing chops for a magical experience. Dine and …More

Bridgetown, Barbados

An 7 day and 6 night retreat includes fight in glorious Barbados to perfect your publicity & marketing chops for a magical experience. Dine and...

8 days Free Cancellation
5.0 (2)
from
$5,333

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