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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,914 Reviews)

Page 28 of 140 • 3,346 listings

Best Party Pontoon Boat in Miami - 50' Trident Boat
Powerboats in Miami · 40 guests

Best Party Pontoon Boat in Miami - 50' Trident Boat

5.0
$470/hour
VIP Charter Experience in Sanibel/Captiva & the Barrier Islands
Powerboats in Sanibel · 6 guests

VIP Charter Experience in Sanibel/Captiva & the Barrier Islands

5.0
Superowner
$95/hour
Luxury Regal 23’ – Your Private Day Escape in Fort Lauderdale
Powerboats in Fort Lauderdale · 9 guests

Luxury Regal 23’ – Your Private Day Escape in Fort Lauderdale

5.0
$120/hour
37ft Monterey - Miami tours and swimming fun experiences
Events in Miami · 13 guests

37ft Monterey - Miami tours and swimming fun experiences

5.0
Superowner
Best of 2026
$90+/hour
Glacier Bay 2740 Renega Explore the stunning islands of Icacos, Palominos, Lobos
Powerboats in Fajardo · 6 guests

Glacier Bay 2740 Renega Explore the stunning islands of Icacos, Palominos, Lobos

5.0
$175/hour
Sea Ray SLX350 12people 24/7
Powerboats in Pompano Beach · 12 guests

Sea Ray SLX350 12people 24/7

5.0
$150/hour
Luxury 65Ft Azimut available in Miami with TWO JET SKIS INCLUDED.
Events in Miami Beach · 13 guests

Luxury 65Ft Azimut available in Miami with TWO JET SKIS INCLUDED.

4.5
Superowner
Best of 2026
$500/hour
32ft intrepid for private Charter in Nassau Bahamas
Powerboats in Nassau · 15 guests

32ft intrepid for private Charter in Nassau Bahamas

5.0
$250/hour
Get ready for the ultimate cruise in Punta Cana
Events in Macao · 150 guests

Get ready for the ultimate cruise in Punta Cana

New
Superowner
Best of 2026
$17/hour
13 GUEST💥 - 45 ft Regal Yacht - 2 Jetski Free weekdays*
Powerboats in Miami · 12 guests

13 GUEST💥 - 45 ft Regal Yacht - 2 Jetski Free weekdays*

4.0
$80/hour
Custom Daily Tours Aboard 30’ Grady White in Fajardo
Powerboats in Fajardo · 7 guests

Custom Daily Tours Aboard 30’ Grady White in Fajardo

5.0
Superowner
$275/hour
30’ Hydra for your perfect day!
Powerboats in Fajardo · 9 guests

30’ Hydra for your perfect day!

5.0
Superowner
$275/hour
Azimut 55ft Motor Yacht Charter In Cartagena, Colombia -16 knots
Events in Cartagena · 20 guests

Azimut 55ft Motor Yacht Charter In Cartagena, Colombia -16 knots

5.0
Superowner
$320/hour
6hr VIP Private Charter to Icacos, Lobos or Palomino
Events in Fajardo · 10 guests

6hr VIP Private Charter to Icacos, Lobos or Palomino

5.0
$265/hour
Swanky Private Escape to Rose Island for up to 10 lucky souls!
Events in Nassau · 10 guests

Swanky Private Escape to Rose Island for up to 10 lucky souls!

5.0
$375/hour
Sunset Sail in Bay of Santa Marta, Magdalena
Sailing in Santa Marta · 12 guests

Sunset Sail in Bay of Santa Marta, Magdalena

5.0
$125/hour
Boston Whaler Outrage 240 for Group Adventures in The Bahamas
Powerboats in Nassau · 7 guests

Boston Whaler Outrage 240 for Group Adventures in The Bahamas

5.0
$130/hour
Luxury 40’ Yacht Experience – Nassau & Beyond!
Powerboats in Nassau · 12 guests

Luxury 40’ Yacht Experience – Nassau & Beyond!

5.0
$800/hour
Custom Corvette Jet Car Boat for Montego Bay coastline Tour!!
Powerboats in Montego Bay · 2 guests

Custom Corvette Jet Car Boat for Montego Bay coastline Tour!!

5.0
Superowner
Best of 2026
$499/hour
Go Snorkeling or just Cruise for fun in Leeward Settlement
Powerboats in Leeward Settlement · 25 guests

Go Snorkeling or just Cruise for fun in Leeward Settlement

5.0
$400/hour
Island Hopping by Private Boat in Miami - No Hidden Fees & 1 Hour Free
Powerboats in Miami Beach · 8 guests

Island Hopping by Private Boat in Miami - No Hidden Fees & 1 Hour Free

5.0
$149/hour
25ft Luxury Chaparral Bowrider a Breathtaking Experience
Powerboats in The Bight Settlement · 8 guests

25ft Luxury Chaparral Bowrider a Breathtaking Experience

5.0
$350/hour
Luxury 45ft Tiara Motor Yacht in Panama, Panama
Events in Panama City · 15 guests

Luxury 45ft Tiara Motor Yacht in Panama, Panama

5.0
$1,550/day
75' Azimut  Amazing Motor Yacht In Miami - 13 Guests for Day Trips
Events in Miami · 13 guests

75' Azimut Amazing Motor Yacht In Miami - 13 Guests for Day Trips

5.0
Superowner
Best of 2026
$1,300/hour

Caribbean Reviews

  1. NR

    Natalie

    Luxury 40’ Yacht Experience – Nassau & Beyond!

    Literally cannot say enough great things about our charter with Adrian and Mai! We had the best time with 11 girls and they were so fun and accommodating! The vessel itself is gorgeous and we just had the best day!! They were so professional and I felt So safe with them driving the boat, they know what they are doing. Do not hesitate booking them, I promise You’ll be the next one leaving them a five star review. We will be using them again on our next trip! Thank you for such a great day!! Literally perfect!

  2. RB

    Rick

    Luxury 40’ Yacht Experience – Nassau & Beyond!

    Captain Mai and First Mate Dre were awesome! Best charter we have done. They were very accommodating to what we wanted. They were great with our toddler grandson. Playlist was fire. Suggested we use a public dock instead of Atlantis that saved us $300. Would highly recommend.

  3. ES

    Emily

    Best Party Pontoon Boat in Miami - 50' Trident Boat

    Andy & Victor are WORTH IT for the hospitality alone, but the boat takes it over the top. We had incredible service all evening (Victor tended bar) and the most unforgettable night. We booked this for a work trip and do not regret! If you're on the fence -- don't be. Book this boat. We hope to be back soon!

  4. JG

    Jill

    Best Party Pontoon Boat in Miami - 50' Trident Boat

    My friends and I (18 of us in all) had a BLAST on this boat for my 45th birthday party! We did a 6-hour session and the price is very reasonable for all you get. I was looking specifically for a boat that was big enough to comfortably hold so many people, but small enough that it could take us swimming; and it had to have nice seating and bar/tables for food and drinks...this is the ONLY boat like that I came across in all my research!! A small yacht only holds 7 people and it's a waste to have like a bedroom in it. Other pontoons look like a gym locker room with crappy hard benches and no real bar or lounge area. This boat was PERFECT. It was like a floating club or bar/lounge. We brought a ton of alcohol, the boat provided coolers, ice, and sodas/waters--and the crew set all our stuff up for us! We brought all kinds of foods and snacks and set them all out on the tables. I had a playlist on Spotify and they hooked my phone up to the sound system, which was amazing! We anchored, and they put out these big floating mats that fit several people at a time. We had the president of the PTA doing somersaults across it and into the water! LOL..at first we all made fun of the stripper pole and wondered what types of people have used this boat...not 2 hours later a line had formed and I was pretty surprised how well some of my friends hung from it and spun around--especially one of the dads!!! LOL!! Andy was extremely communicative and helpful leading up to the event--we had a threat of bad weather and I was freaking out. He was super helpful and accommodating and fair. The weather wasn't the best but we had such a good time that no one even noticed. Several friends said they might rent the boat in the future for other events! Thank you Andy and Sergio and crew for the great time!!! -Jill

  5. CS

    Carrie

    VIP Charter Experience in Sanibel/Captiva & the Barrier Islands

    Spending the day with Captain Fred was the highlight of our whole week in Florida. No better way to see the sights than from his boat. He was knowledgeable, friendly, relaxed and just so open to whatever we wanted to see. He took us to Cabbage Key as requested and then he showed us some absolutely lovely spots around the area. I mentioned that I wanted to see dolphins and he clearly went above and beyond finding them, coaxing them to play around out boat and just providing an over the top magical experience. It was so hot and his cooler with bottled water was a life saver. If you are into the luxe amenities, he also has a blender for mixed drinks, covered area, bathroom facilities...basically anything you could possibly want. I would highly recommend Captain Fred and we are already looking forward to our next trip!

  6. JM

    Judy

    VIP Charter Experience in Sanibel/Captiva & the Barrier Islands

    This is the BEST way to see the sites! Fred will give you many suggestions ahead of time, and help plan whether you want a quiet, or busier adventure. We had great communication prior to trip. Although we had our input as to our likes, we trusted Fred to plan the day. He did not disappoint. We had dolphins swimming in our wake. Explored Cabbage Key, saw tortoises, then off to spend leisure time on a quiet beach. There, Kyle set up beach chairs and umbrella, Fred helped blend up some frosty drinks. AND they are just overall really nice guys. Fun to visit with and very knowledgeable about the area, with many facts about the gulf. We would definitely do this trip again!