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All listings in Caribbean

Awesome tours in the Caribbean.

4.9
(7,545 Reviews)

Page 13 of 611,455 listings

Private Boat Rental Turks & Caicos
Powerboats in Long Bay Hills · 8 guests

Private Boat Rental Turks & Caicos

5.0
$200/hour
🏆5- STAR OCEAN YACHT - CAPTAIN & CREW INCLUDED BOOK NOW ☀️56FT🏆
Events in Bávaro · 100 guests

🏆5- STAR OCEAN YACHT - CAPTAIN & CREW INCLUDED BOOK NOW ☀️56FT🏆

New
Superowner
Best of 2026
$15/hour
Rent This Beautiful Sea Ray Amberjack 31ft Boat
Powerboats in Miami · 11 guests

Rent This Beautiful Sea Ray Amberjack 31ft Boat

5.0
Superowner
Best of 2026
$75+/hour
Instant Book
110ft Mega Yacht With Jacuzzi In Miami, Florida!!
Events in Miami Beach · 20 guests

110ft Mega Yacht With Jacuzzi In Miami, Florida!!

4.4
Superowner
$500/hour
 Monterey 30ft Sports Yacht in Aventura, Florida for Up to 10 Guests
Events in Aventura · 10 guests

Monterey 30ft Sports Yacht in Aventura, Florida for Up to 10 Guests

5.0
$150/hour
Great 28’ ProKat for rent in Fort Lauderdale with Amazing Captain!
Powerboats in Pompano Beach · 8 guests

Great 28’ ProKat for rent in Fort Lauderdale with Amazing Captain!

5.0
$130/hour
Luxury Catamaran Trips in St Maarten and Surrounding Islands
Caribbean · 22 guests

Luxury Catamaran Trips in St Maarten and Surrounding Islands

5.0
$475/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
Limited Availability
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 8 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

5.0
$200+/hour
😍 Beautiful Sea Ray 42 feet 2025 upgraded  😍
Events in Miami · 13 guests

😍 Beautiful Sea Ray 42 feet 2025 upgraded 😍

4.5
$100/hour
50ft Azimut Yacht Charter in Miami Premium Luxury Experience
Events in Miami · 13 guests

50ft Azimut Yacht Charter in Miami Premium Luxury Experience

New
$500/hour
Sunfish Boat Tours- Bonita Springs, Estero Bay, Fort Myers Beach
Tours in Bonita Springs · 6 guests

Sunfish Boat Tours- Bonita Springs, Estero Bay, Fort Myers Beach

5.0
$130/hour
95ft Ocean Alexander with Jacuzzi • Available July 4th 🇺🇸
Events in Miami · 13 guests

95ft Ocean Alexander with Jacuzzi • Available July 4th 🇺🇸

New
$2,514+/hour
Schaefer V33 Luxury Speedboat - Charter from Marigot, Saint Martin
Events in Saint Martin · 8 guests

Schaefer V33 Luxury Speedboat - Charter from Marigot, Saint Martin

5.0
$1,652/day
Miami City Skyline Private Sunset Cruise with Champagne
Events in Miami Beach · 10 guests

Miami City Skyline Private Sunset Cruise with Champagne

5.0
Superowner
$199+/hour
36’ Custom Power Yacht for amazing day trips! Families, Birthdays, Bachelor/ette
Events in Fajardo · 14 guests

36’ Custom Power Yacht for amazing day trips! Families, Birthdays, Bachelor/ette

4.7
Superowner
$300/hour
33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$199+/hour
43ft Leopard Power Catamaran Charter Miami 🛥️🌴
Events in Sunny Isles Beach · 13 guests

43ft Leopard Power Catamaran Charter Miami 🛥️🌴

1.0
$384+/hour
Instant Book
Comfortable Pontoon Boat with 4-Stroke - Bring the Whole Family & the Dog
Powerboats in Marathon · 12 guests

Comfortable Pontoon Boat with 4-Stroke - Bring the Whole Family & the Dog

5.0
$318+/day
Curacao Private Morning Tour All Inclusive
Sailing in Jan Thiel · 6 guests

Curacao Private Morning Tour All Inclusive

5.0
$250/hour
Sunseeker Sky 66ft - Anguilla
Events in Blowing Point · 12 guests

Sunseeker Sky 66ft - Anguilla

5.0
$1,099/hour
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
$450/hour
Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo
Events in Islamorada · 13 guests

Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

4.4
Superowner
$225+/hour
Private Powercat 40 from and to Anguilla
Powerboats in Anguilla · 12 guests

Private Powercat 40 from and to Anguilla

5.0
Superowner
$289/hour

Tours Reviews in Caribbean

  1. 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.

  2. M

    M

    Luxury Catamaran Trips in St Maarten and Surrounding Islands

    Capt Neil was an amazing host and allowed a personalized day on the water to satisfy a group of ten. Great professionalism, communication and overall customer satisfaction. Would highly reccommend!

  3. Laura

    Laura

    Sunfish Boat Tours- Bonita Springs, Estero Bay, Fort Myers Beach

    Perfect boat day with Nick. He provided detailed instructions for pick up and drop off and was on time. The boat was clean and comfortable for our party of 4. Nick provided a cooler with ice, waters, beach chairs and toys. He even had can koozie’s to keep our drinks cold. I also appreciated his attention to safety. We will definitely book with Nick again.

  4. AG

    Alise

    Private Powercat 40 from and to Anguilla

    We had an absolutely wonderful time aboard this yacht. From the moment we stepped on board, the captain and crew made us feel welcome, comfortable, and completely taken care of. The crew went above and beyond to ensure every detail was perfect. Their attentiveness, positive attitude, and genuine hospitality truly stood out. Whether it was keeping everything spotless, serving us with care, or anticipating our needs before we even asked, they made the trip feel effortless and relaxing. The yacht itself was beautiful and well-maintained, providing the perfect setting for an unforgettable experience. We couldn’t have asked for a better day on the water. Thank you to the captain and crew for such a memorable time. We would highly recommend this experience to anyone and would love to return again!

  5. VL

    Vivek

    😍 Beautiful Sea Ray 42 feet 2025 upgraded 😍

    Boat was exactly as picture, and had a great time!

  6. CG

    Chris

    Monterey 30ft Sports Yacht in Aventura, Florida for Up to 10 Guests

    WHY THE CAPTAIN YOU CHOOSE MATTERS Will C. surpasses every professional requirement you can imagine for an outstanding Captain, guide, and operator of a small rental/charter fleet. What distinguishes Will from other fine Captains is his personal commitment to make your experience happen just the way you want it to even when major problems come your way. When we arrived for this evening's cruise, we were greeted with a worst-case scenario. The 30 foot Monterey express cruiser we had booked was unfit for service. But Instead of trying to get us to reschedule the same $300/hr cruiser, Will immediately and voluntarily upgraded us to a beautifully-maintained 45 ft Princess with a flydeck that cost $450/hr for the same price as the Monterey! Once we boarded, he provided continuity of serive so that my wife and I and our Shih Tzu furbaby I had everything we needed up in the spacious flydeck while he navigated from the cabin below. We were in the mood for a soothing sunset cruise down the Intercoastal, and that's exactly what we enjoyed with a skillful and courteous Captain in command. We will certainly book again and recommend Will to everyone who appreciates doing business with an authentic "officer and gentleman." Chris and Carolyn Gilson