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All listings in Caribbean

Awesome tours in the Caribbean.

4.8
(9,262 Reviews)

Page 22 of 75 • 1,777 listings

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
Exclusive Day Sail on a Private Beneteau Oceanis 440 Sailboat
Sailing in Gros Islet · 10 guests

Exclusive Day Sail on a Private Beneteau Oceanis 440 Sailboat

5.0
$561/day
 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
Stunning 48ft Sea Ray Sedan Bridge Yacht in Miami Florida for 13 Guests
Events in Miami · 13 guests

Stunning 48ft Sea Ray Sedan Bridge Yacht in Miami Florida for 13 Guests

New
$200+/hour
Midnight Express 39 Luxurious Island Tour
Powerboats in Nassau · 16 guests

Midnight Express 39 Luxurious Island Tour

5.0
$500/hour
Cap Cana Marina Private Yacht Searay 25 FT
Events in Punta Cana · 5 guests

Cap Cana Marina Private Yacht Searay 25 FT

4.4
Superowner
$100/hour
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$17/hour
Limited Availability
75 Ft Luxury & Comfort Yatch
Events in Miami Beach · 20 guests

75 Ft Luxury & Comfort Yatch

4.0
Superowner
$625/hour
105' Azimut Mega Yacht Party With Captain, Drinks, Jacuzzi, Sandbar, Sunset Vip
Events in Miami Beach · 13 guests

105' Azimut Mega Yacht Party With Captain, Drinks, Jacuzzi, Sandbar, Sunset Vip

New
$600/hour
Instant Book
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
32' Sea Ray Amberjack for Charter in Fort Lauderdale
Powerboats in Fort Lauderdale · 12 guests

32' Sea Ray Amberjack for Charter in Fort Lauderdale

5.0
$190/hour
Private 78ft Azimut Yacht to Isla Catalina – Snacks & Drinks, Up to 25 Guests
Events in La Romana · 25 guests

Private 78ft Azimut Yacht to Isla Catalina – Snacks & Drinks, Up to 25 Guests

New
$5,250/day
Instant Book
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Caribbean · 12 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

5.0
$1,500/day
80' Ferreti With Jacuzzi Yacht For Charter, Florida!
Events in Miami Beach · 13 guests

80' Ferreti With Jacuzzi Yacht For Charter, Florida!

3.7
Superowner
$600/hour
Enjoy Miami on our 80ft Adonis Power Mega Yacht
Events in Miami Beach · 13 guests

Enjoy Miami on our 80ft Adonis Power Mega Yacht

New
Superowner
Best of 2026
$1,450/hour
135’ Baglietto Power Mega Yacht Charter in Miami, Florida
Events in Miami Beach · 13 guests

135’ Baglietto Power Mega Yacht Charter in Miami, Florida

New
Superowner
Best of 2026
$1,050+/hour
41ft Private Party Boat | Up to 20 | Bathroom | Rosario Islands, Cholón & Barú
Powerboats in Cartagena · 20 guests

41ft Private Party Boat | Up to 20 | Bathroom | Rosario Islands, Cholón & Barú

New
$109/hour
Instant Book
Private 40ft Lagoon Sailing Catamaran in Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Lagoon Sailing Catamaran in Cartagena

New
$325/hour
Luxury 44ft Lagoon Catamaran Charter in Rosario Islands
Sailing in Cartagena · 23 guests

Luxury 44ft Lagoon Catamaran Charter in Rosario Islands

New
$350/hour
51ft Sea Ray 460 Sundancer Half-Day Charter in Grace Bay, Turks and Caicos
Events in The Bight Settlement · 12 guests

51ft Sea Ray 460 Sundancer Half-Day Charter in Grace Bay, Turks and Caicos

5.0
$850/hour
37ft Midnight Express Open Luxury Yacht on The Waters of Key West!
Events in Key West · 12 guests

37ft Midnight Express Open Luxury Yacht on The Waters of Key West!

5.0
$175+/hour
Private Catamaran Negril – Rick's Café Sunset & Open Bar
Sailing in West End · 60 guests

Private Catamaran Negril – Rick's Café Sunset & Open Bar

New
$2,740/day
Experience Miami in 64ft Pershing Yacht
Events in Miami · 13 guests

Experience Miami in 64ft Pershing Yacht

New
Superowner
Best of 2026
$500/hour
VIP Island Cruise – 65ft Power Cat Marine Catamaran to Saona or Catalina
Powerboats in Bávaro · 12 guests

VIP Island Cruise – 65ft Power Cat Marine Catamaran to Saona or Catalina

New
Superowner
Best of 2026
$600/hour

Tours Reviews in Caribbean

  1. Mark

    Mark

    32' Sea Ray Amberjack for Charter in Fort Lauderdale

    Great 2 hour evening trip on this boat with Damien our captain. Exactly what we wanted on our wedding day. They took on our booking last minute after another charter we had booked cancelled on us last minute. Thank you and big thanks again to Damien

  2. 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.

  3. MM

    Megan

    Midnight Express 39 Luxurious Island Tour

    We had such a wonderful day. The crew was both fun and professional. We booked for a bachelorette party and it was a perfect day! The captain took us to such beautiful places and we stopped at a fun restaurant for lunch. Would recommend to anyone!!

  4. Edna

    Edna

    Cap Cana Marina Private Yacht Searay 25 FT

    Ay first I was a little disappointed because we were going slow due to the reef, but after Niño, the captain explained why and we went snorkeling I understood perfectly. I do suggest to include some sort of juice or other than coke soda. Overall a great experience for our family of 4, the privacy, the personalized attention by Anthony as well as the profesionalismo they both showed ( Anthony, so young. And the Captain, Nono )

  5. DC

    DeAvionne

    Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

    Garth's boat was an amazing experience! My friends and I had such an enjoyable sail, thanks to Ross and Byron, who made us feel so welcome and comfortable. Their exceptional service ensured that our trip was tailored to the activities we wanted to do, and they truly went above and beyond. The boat was absolutely beautiful, and the captains felt like family by the end of the trip. We can’t wait to sail with them again whenever we’re back in SXM!

  6. AM

    Alexandra

    51ft Sea Ray 460 Sundancer Half-Day Charter in Grace Bay, Turks and Caicos

    What a great experience! We had a great time with their helpful, supportive and incredibly nice crew. Our little group, including 3 teenagers, had a wonderful time and made many memories. The boat was beautiful and well kept, and we ate like kings. Thanks for the terrific day!