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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 21 of 141 • 3,368 listings

26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel
Powerboats in Islamorada · 6 guests

26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel

5.0
$125/hour
22ft Bayliner VR6 150HP  | Up to 8 Passengers
Powerboats in Cape Coral · 8 guests

22ft Bayliner VR6 150HP | Up to 8 Passengers

5.0
$63/hour
Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44
Sailing in Jolly Harbour · 6 guests

Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

4.9
$62+/hour
2021 Pontoon 24' - SUNTRACKER SPORTFISH - in Cape Coral FL, up to 10 passengers
Powerboats in Cape Coral · 10 guests

2021 Pontoon 24' - SUNTRACKER SPORTFISH - in Cape Coral FL, up to 10 passengers

4.9
$215+/day
💥50' Sea Ray Flybridge Yacht Charter in Miami + 2 jetskis! 💥
Events in Miami · 13 guests

💥50' Sea Ray Flybridge Yacht Charter in Miami + 2 jetskis! 💥

New
$140/hour
🥂EXCLUSIVE ISLAND CRUISE ENTERTAINMENT BAR MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Powerboats in Punta Cana · 150 guests

🥂EXCLUSIVE ISLAND CRUISE ENTERTAINMENT BAR MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

4.7
Superowner
Best of 2026
$17/hour
Go private 42-foot Firpol for all-day fun in Cartagena!
Powerboats in Cartagena · 24 guests

Go private 42-foot Firpol for all-day fun in Cartagena!

4.5
Superowner
$800/day
Regal LX6 300HP -Bookable 1-31 day's • 300 HP • 26' FT - Up to 13 Passengers
Powerboats in Cape Coral · 13 guests

Regal LX6 300HP -Bookable 1-31 day's • 300 HP • 26' FT - Up to 13 Passengers

5.0
$112/hour
Private (Rose Island,Snorkeling,Turtles) Half Day Charter
Tours in Nassau · 6 guests

Private (Rose Island,Snorkeling,Turtles) Half Day Charter

4.8
$163/hour
Half Day 4hr VIP Private Charter - Explore Beautiful Islands
Events in Fajardo · 10 guests

Half Day 4hr VIP Private Charter - Explore Beautiful Islands

5.0
$320/hour
The best drink inclusive 🍺 cruise in Montego Bay 🇯🇲 🥳 🍺
Powerboats in Montego Bay · 8 guests

The best drink inclusive 🍺 cruise in Montego Bay 🇯🇲 🥳 🍺

5.0
$260/hour
All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts
Sailing in Saint Martin · 6 guests

All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts

5.0
$2,842/day
Spacious 54' Sea Ray Sundancer Motor Yacht for 13 guests from Miami
Events in Miami · 13 guests

Spacious 54' Sea Ray Sundancer Motor Yacht for 13 guests from Miami

4.9
Superowner
Best of 2026
$120/hour
Experience Sundancer 37ft in Miami!
Events in Miami · 13 guests

Experience Sundancer 37ft in Miami!

5.0
Superowner
Best of 2026
$95/hour
Instant Book
Private Bravo 410 Center Console41ft all day in Rosario Islands, Bolívar
Powerboats in Cartagena · 20 guests

Private Bravo 410 Center Console41ft all day in Rosario Islands, Bolívar

5.0
Superowner
$720/day
Rose Island - 4 Islands Tour, Swim with Pigs, Turtles and Snorkel Coral Reefs
Powerboats in Nassau · 12 guests

Rose Island - 4 Islands Tour, Swim with Pigs, Turtles and Snorkel Coral Reefs

5.0
$190/hour
3hr Classic Yacht Experience Montego Bay
Powerboats in Montego Bay · 35 guests

3hr Classic Yacht Experience Montego Bay

5.0
Superowner
$933/hour
1 EXTRA HOUR FREE - New 51' Schaefer 510GT Pininfarina in Fort Lauderdale
Events in Fort Lauderdale · 12 guests

1 EXTRA HOUR FREE - New 51' Schaefer 510GT Pininfarina in Fort Lauderdale

5.0
$290+/hour
24 ft Bentley Pontoon - Relax and Cruise in Style
Powerboats in Marco Island · 10 guests

24 ft Bentley Pontoon - Relax and Cruise in Style

5.0
$100/hour
Rent this Bravo 30ft  for up to 12 people in Cartagena, Bolívar
Powerboats in Cartagena · 12 guests

Rent this Bravo 30ft for up to 12 people in Cartagena, Bolívar

5.0
Superowner
$450/day
EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER
Events in Bávaro · 250 guests

EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER

5.0
Superowner
Best of 2026
$15/hour
50' Starward Flybridge Motor Yacht in Miami | Up to 13 Guests
Events in Miami · 13 guests

50' Starward Flybridge Motor Yacht in Miami | Up to 13 Guests

New
Superowner
Best of 2026
$200/hour
60ft AIcon Yacht – Perfect for Luxury Day Trips
Events in Miami · 13 guests

60ft AIcon Yacht – Perfect for Luxury Day Trips

4.8
$350/hour
Luxury 55' Yacht charter in Nassau Bahamas
Events in Nassau · 16 guests

Luxury 55' Yacht charter in Nassau Bahamas

5.0
$900/hour

Caribbean Reviews

  1. JT

    Jonathan

    Half Day 4hr VIP Private Charter - Explore Beautiful Islands

    Would 10/10 recommend this charter. Entire team went well beyond expectations for this bachelor trip of 9

  2. Nicholas

    Nicholas

    Regal LX6 300HP -Bookable 1-31 day's • 300 HP • 26' FT - Up to 13 Passengers

    Regal LX6 handled the water on the ICW around Fort Meyers and Sanibel Island very well. good space for storage in the floor for beach chairs and umbrellas when heading to a sandbar. plenty of room for 8 adults, just be careful with full tank of gas, lots of weight to get up on plane if you have 8 adults onboard. Bow Thruster a must have!! it was one of the reasons i was willing to pay a little more for this boat. Takes all the stress away for passengers when docking or maneuvering in tight spots with currents and wind. trim tabs are great for leveling boat when on plane. we had a great time for 4 days - visiting islands and seeing dolphins and manatees.

  3. Josh

    Josh

    22ft Bayliner VR6 150HP | Up to 8 Passengers

    Our family had an amazing day on the water with the boat rental. Everything from start to finish was handled professionally and made the experience easy and enjoyable. The quick safety inspection and boat overview were very thorough and gave us total confidence before heading out. We cruised over to Doc Ford’s for lunch and then spent time relaxing at the beach, which made for the perfect day on the water. The boat ran great, the process was seamless, and the entire experience exceeded expectations. Highly recommend to anyone looking for a fun and stress free day with family and friends!

  4. KP

    Keith

    Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

    Great day on the water with Joshua and Kieran. The boat was in great shape, and had all the amenities we could enjoy. The crew worked with us on a great itinerary for the day and we enjoyed the experience. Everything was as advertised and worked perfectly, would recommend.

  5. william

    william

    Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

    My wife and I had an excellent day on the water with Josh and Kieran. We cruised the coast to see some sites before being dropped off (and picked up) in the dinghy for lunch at a restaurant we sought out along the route. Afterwards we cruised to Cades Reef to snorkel before heading in. The boat was was great and had more than enough space. Ed was friendly and communicative during/after the booking which made the process very easy. I highly recommend taking a trip out on one of Ed's boats!

  6. RT

    Rob

    Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

    10/10 highly recommend to anyone looking to have a private boat tour of the island. We picked to go to Cade's reef to snorkel and then explore one of the bays on the south end. The crew was very pleasant, knowledgeable and open to be flexible to want you want out of the experience.