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All listings in Caribbean

Awesome tours in the Caribbean.

4.9
(7,999 Reviews)

Page 17 of 591,409 listings

36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run
Events in Marathon · 12 guests

36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run

5.0
$220+/hour
Robalo 30 All Inclusive Private Tours | Palominos & Icacos Islands
Powerboats in Fajardo · 6 guests

Robalo 30 All Inclusive Private Tours | Palominos & Icacos Islands

5.0
$195/hour
90ft Azimut Yacht on the Miami River, Optional Captain, 3 Cabins, 2 Heads
Events in Miami · 13 guests

90ft Azimut Yacht on the Miami River, Optional Captain, 3 Cabins, 2 Heads

New
Superowner
$500/hour
😎☀️Wedding/Bachelors/ Birthday Yacht 😎☀️ !
Powerboats in Bávaro · 80 guests

😎☀️Wedding/Bachelors/ Birthday Yacht 😎☀️ !

4.0
Superowner
Best of 2026
$100/hour
Fort Lauderdale Largest Pontoon Charter - 53' - Up to 49 Guests
Powerboats in Fort Lauderdale · 49 guests

Fort Lauderdale Largest Pontoon Charter - 53' - Up to 49 Guests

5.0
$650/hour
Private 3-Hour Bavaro Cruiser from Jellyfish Beach with Snorkeling, Open Bar
Events in Bávaro · 8 guests

Private 3-Hour Bavaro Cruiser from Jellyfish Beach with Snorkeling, Open Bar

New
$317/hour
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 10 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

5.0
$135+/hour
Enjoy 2020 Schaefer 42' Motor Yacht in Miami
Events in Miami · 13 guests

Enjoy 2020 Schaefer 42' Motor Yacht in Miami

New
Superowner
Best of 2026
$250/hour
Instant Book
Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad
Powerboats in Marathon · 6 guests

Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

5.0
$150/hour
60' Viking Princess Motor Yacht - Day Cruises Or Multi Day Charters!
Events in Aventura · 12 guests

60' Viking Princess Motor Yacht - Day Cruises Or Multi Day Charters!

5.0
$375+/hour
Negril Private Catamaran Cruise with Snorkeling & Drinks
Sailing in West End · 120 guests

Negril Private Catamaran Cruise with Snorkeling & Drinks

New
$509/hour
Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience
Events in Miami · 13 guests

Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience

5.0
$185/hour
Limited Availability
37' Sea Ray Sundancer
Events in Miami · 13 guests

37' Sea Ray Sundancer

5.0
Superowner
Best of 2026
$90/hour
Key West Center Console: Your Perfect Day Boat Awaits!
Powerboats in Boynton Beach · 8 guests

Key West Center Console: Your Perfect Day Boat Awaits!

5.0
$84+/hour
28ft mako for private charter in nassau bahamas
Powerboats in Nassau · 15 guests

28ft mako for private charter in nassau bahamas

5.0
$250/hour
Enjoy Miami in our 64ft Azimut Flybridge Power Mega Yacht
Events in Miami Beach · 13 guests

Enjoy Miami in our 64ft Azimut Flybridge Power Mega Yacht

New
Superowner
Best of 2026
$400/hour
Instant Book
Luxury Yacht Party On Board 57’ Fairline Flybridge
Events in Miami · 12 guests

Luxury Yacht Party On Board 57’ Fairline Flybridge

5.0
$240+/hour
Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!
Powerboats in Salinas · 6 guests

Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!

5.0
$150/hour
Private Boat Rental and Tour of Rincon and Western Puerto Rico
Fishing in Rincon · 6 guests

Private Boat Rental and Tour of Rincon and Western Puerto Rico

4.7
$156+/hour
75' Aicon Luxury Motor Yacht In Miami, Florida!
Events in Miami · 26 guests

75' Aicon Luxury Motor Yacht In Miami, Florida!

4.5
Superowner
$400/hour
Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands
Sailing in Charlotte Amalie West · 6 guests

Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

5.0
$210/hour
Experience Miami in 64ft Pershing Yacht
Events in Miami · 13 guests

Experience Miami in 64ft Pershing Yacht

New
Superowner
Best of 2026
$500/hour
120 Luxury Yacht Miami Beach JACUZZI ⭐️⭐️
Events in Miami Beach · 26 guests

120 Luxury Yacht Miami Beach JACUZZI ⭐️⭐️

5.0
Superowner
$1,000/hour
Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Bonita Springs
Powerboats in Cape Coral · 8 guests

Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Bonita Springs

5.0
$85/hour

Tours Reviews in Caribbean

  1. TW

    Tim

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    We hired Brad to help my wife and me to go to a coral reef to spread my parent’s ashes. My wife got seasick but Brad did everything possible to get her feeling better. He was very respectful of the reason for the trip and even took off his hat when the “ceremony” started. I did a little snorkeling but came back to the boat to get my wife on shore. Once we docked, I took my wife to the jeep and turned on the air. Brad was so nice that he rinsed off in fresh water all the equipment and brought it to the jeep. Brad was very courteous, respectful, polite, & capable. His boat was immaculate and ran like a dream and it was a 1999 boat! You very rarely find an individual who checked all the boxes and he did!!

  2. AW

    Amyah

    Robalo 30 All Inclusive Private Tours | Palominos & Icacos Islands

    Highly recommend booking! We were lost at first and he went above and beyond to make sure we got to the right place & made our experience everything plus more!

  3. TG

    Todd

    Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

    Paul you were great - thanks so much for everything and we greatly appreciated you giving us an amazing sunset experience.

  4. CZ

    Chris

    Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

    Captain Paul gave our family one of the most memorable experiences of our entire Florida Keys trip. From the moment we stepped on the boat, he was friendly, knowledgeable, and focused on making sure everyone had a great time. The day was the perfect mix of sightseeing, exploring, relaxing, and even a little fishing. We caught several mangrove snapper, and Liam even landed a barracuda, which was the highlight of his vacation. Along the way, we encountered a few unexpected challenges, but Paul stayed calm, positive, and professional, making sure our family was taken care of and still having fun. To top it all off, he filleted our catch and prepared fresh sashimi right on the boat. It doesn’t get much fresher than that. What could have been just another day on the water turned into an adventure our family will be talking about for years. If you’re looking for a captain who genuinely cares about his guests and goes above and beyond to create an unforgettable experience, Captain Paul is your guy.

  5. CH

    Caitlin

    37' Sea Ray Sundancer

    We had actually booked with another boat who cancelled last minute. Richelle saved the day and got us out on the water just an hour or two later, in a great boat with a fun and accommodating captain. We had a great trip!

  6. Emily

    Emily

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    My kids and I had a fantastic experience with Brad. He was knowledgeable, friendly, flexible and provided a fun 3 hour excursion full of fun and funny memories. The location is absolutely stunning. Highly recommend him for anyone looking for a great day out in the beautiful waters in the Keys. Thank you!