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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,714 Reviews)

Page 3 of 139 • 3,315 listings

55FT President Yacht for Private Charters
Events in Jan Thiel · 31 guests

55FT President Yacht for Private Charters

4.7
$225/hour
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Fishing in George Town · 12 guests

Charters with Captain Bibi on a 30ft powerboat in Grand Cayman

5.0
$225/hour
💥2 FREE JETSKI ! 💥Luxurious 70ft Azimut Include Floating Island 💥
Events in Miami · 13 guests

💥2 FREE JETSKI ! 💥Luxurious 70ft Azimut Include Floating Island 💥

4.8
$280/hour
Limited Availability
70FT Yacht with 2 Jet Ski's for 30 mins in Miami
Events in Miami Beach · 13 guests

70FT Yacht with 2 Jet Ski's for 30 mins in Miami

4.5
Superowner
Best of 2026
$190/hour
Enjoy 5 Identical 26' Sea Ray Sundeck In Miami! (Huge Weekday Discounts)
Powerboats in Miami · 11 guests

Enjoy 5 Identical 26' Sea Ray Sundeck In Miami! (Huge Weekday Discounts)

5.0
Superowner
Best of 2026
$57+/hour
Instant Book
23’ Bayliner Beautiful Boat In Miami
Sailing in Miami · 9 guests

23’ Bayliner Beautiful Boat In Miami

4.9
$90/hour
Pro-Line 23 CC Sport Boat Experience
Powerboats in Fajardo · 6 guests

Pro-Line 23 CC Sport Boat Experience

4.9
$110/hour
Lagoon 450 Sailing Catamaran Charter in Saint Martin Community
Sailing in Saint Martin · 20 guests

Lagoon 450 Sailing Catamaran Charter in Saint Martin Community

4.9
$1,798/day
Nassau: Swimming Pigs, Snorkeling, Island Hopping, Private Boat Tour
Powerboats in Nassau · 10 guests

Nassau: Swimming Pigs, Snorkeling, Island Hopping, Private Boat Tour

5.0
$170/hour
Enjoy MAXUM 46ft "Pink Lady" in Miami!
Events in Miami · 13 guests

Enjoy MAXUM 46ft "Pink Lady" in Miami!

5.0
Superowner
Best of 2026
$244/hour
Instant Book
Luxury Private Tours, Rose Island Pigs & Turtles
Powerboats in Nassau · 12 guests

Luxury Private Tours, Rose Island Pigs & Turtles

5.0
$195/hour
Weekday Party Pontoon!! Prices Per Person! Max 40 Guests!!
Powerboats in Miami · 45 guests

Weekday Party Pontoon!! Prices Per Person! Max 40 Guests!!

4.9
Superowner
Best of 2026
$357+/hour
Instant Book
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

5.0
$165/hour
Charter with captain Bibi in Grand Cayman (bigger capacity boat)
Powerboats in George Town · 35 guests

Charter with captain Bibi in Grand Cayman (bigger capacity boat)

5.0
$250/hour
Rent the 30ft Hurricane in Leeward Settlement
Powerboats in Leeward Settlement · 8 guests

Rent the 30ft Hurricane in Leeward Settlement

5.0
$250/hour
New 2024 20ft Pontoon – Miami Beach Sandbar Cruise + Drone Video
Powerboats in Miami · 7 guests

New 2024 20ft Pontoon – Miami Beach Sandbar Cruise + Drone Video

5.0
Superowner
Best of 2026
$100/hour
Instant Book
⭐⭐⭐50ft Cranchi Fly-Private Yacht Charter ,Cruise Miami & Key Biscayne in Style
Events in Miami · 13 guests

⭐⭐⭐50ft Cranchi Fly-Private Yacht Charter ,Cruise Miami & Key Biscayne in Style

5.0
$190/hour
2025 Saxdor 320GTO Yacht Catalina & Saona Island Excursion
Events in La Romana · 9 guests

2025 Saxdor 320GTO Yacht Catalina & Saona Island Excursion

5.0
$138/hour
Private Full Day-Luxury Boat Rental-Rosario Islands-𝙎𝙀𝘼 𝙇𝘼 𝙑𝙄𝙀 1 o 2
Events in Cartagena · 8 guests

Private Full Day-Luxury Boat Rental-Rosario Islands-𝙎𝙀𝘼 𝙇𝘼 𝙑𝙄𝙀 1 o 2

5.0
$590/day
🏆BEST 2026🏆 Luxurious & elegant yacht designed for maximum comfort rent me!
Events in Punta Cana · 300 guests

🏆BEST 2026🏆 Luxurious & elegant yacht designed for maximum comfort rent me!

4.8
Superowner
Best of 2026
$15/hour
Yacht Adventure⭐️⭐️⭐️⭐️⭐️Fun Memories, Captain & Crew Included
Events in El Cortecito · 100 guests

Yacht Adventure⭐️⭐️⭐️⭐️⭐️Fun Memories, Captain & Crew Included

4.6
Superowner
Best of 2026
$15/hour
2026 53' Absolute Motor Yacht - Spacious, Refined, Ready to Charter
Powerboats in Lighthouse Point · 12 guests

2026 53' Absolute Motor Yacht - Spacious, Refined, Ready to Charter

5.0
$688+/hour
Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!
Events in Miami · 13 guests

Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!

5.0
Superowner
Best of 2026
$98/hour
Instant Book
Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain
Powerboats in Key West · 12 guests

Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

5.0
$95+/hour

Caribbean Reviews

  1. CP

    Corey

    55FT President Yacht for Private Charters

    We had a great time chartering Giovanni's boat for our honeymoon. Communication was quick and clear. Our resort was out of Dramamine for my husband, and Giovanni's team ensured the boat was stocked with it beforehand. He even arranged to pick us up and drop us off directly at our resort, which was incredibly convenient and saved us on transportation! Captain Ivan and Joan made a great crew and we felt well taken care of from booking through the end of our charter. Highly recommend!

  2. MG

    Manuel

    23’ Bayliner Beautiful Boat In Miami

    An excellent experience! We had a fantastic day. The boat was spotless, comfortable, and exactly as agreed. The service was top-notch from start to finish. 100% recommended I would definitely do it again! See you soon. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

  3. VM

    Vishal

    Rent the 30ft Hurricane in Leeward Settlement

    Great experience and Captain Craig was amazing and very knowledgeable. Look no further and book them :-)

  4. Lino

    Lino

    70FT Yacht with 2 Jet Ski's for 30 mins in Miami

    It was such a splendid experience, Mike was our Capt & Janet was his assistant. They were very thorough and transparent and ensured our safety before and during gave us they best service to add to the smooth trip we had out in the area. 100/10 would recommend and would definitely rebook again.

  5. JL

    John

    Sea Ray 270 Key West Experience

    We had an absolutely amazing experience with Captain Serghei! Our whole family truly enjoyed every moment on the water. We visited four beautiful sandbars and ice and bottled water were included, which was a great touch. What really made this trip special was the personal attention from Captain Serghei. He didn’t just stay on the boat, he got in the water with us, showed us around and explained all the different areas along the way. He even took our phones and captured pictures of the entire group, so we could enjoy the experience without worrying about getting photos ourselves. Those little personal touches made us feel so welcome and created memories we’ll treasure. Captain Serghei was friendly, knowledgeable, and genuinely cared about making sure our family had a fantastic time. We highly recommend this experience to anyone looking for a fun, relaxing, and memorable day on the water. We would absolutely do it again!

  6. KA

    Klaudyna

    2026 53' Absolute Motor Yacht - Spacious, Refined, Ready to Charter

    Super communicative host, wonderful vessel and a great captain + stew! Had the best Saturday fun day x