Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 22 of 141 • 3,368 listings

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
💥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
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
40ft Fountaine Pajot Lucia 40 Catamaran for Snorkeling in Saint George, Grenada
Sailing in Saint George's · 10 guests

40ft Fountaine Pajot Lucia 40 Catamaran for Snorkeling in Saint George, Grenada

New
$250/hour
2 Jet Ski FREE. 85ft Azimut Yacht in Miami for 12 Guests. NO HIDDEN FEES.
Events in Miami Beach · 12 guests

2 Jet Ski FREE. 85ft Azimut Yacht in Miami for 12 Guests. NO HIDDEN FEES.

5.0
Superowner
Best of 2026
$180/hour
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
Superowner
$125+/hour
Enjoy Miami In Sea Ray Sundancer 40ft Motor Yacht!!!
Events in Miami · 13 guests

Enjoy Miami In Sea Ray Sundancer 40ft Motor Yacht!!!

5.0
Superowner
Best of 2026
$100/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. 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.

  4. 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!

  5. 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.

  6. FS

    Felicia

    Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

    Eduardo and his captain were amazing. Super attentive especially with my older mom who was super nervous about sailing and swimming, while accommodating my energetic kids. They’re amazing, even taught us how to sail, it was super relaxing and something I’ll never forget. Definitely a must do when you’re in Antigua. I reached out to multiple boat owners and this is by far exceed expectations!!