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All listings in Florida

Incredible sailboat rentals in Florida, United States.

Page 1 of 5105 listings

23’ Bayliner Beautiful Boat In Miami
Sailing in Miami · 9 guests

23’ Bayliner Beautiful Boat In Miami

5.0
$90/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

5.0
$320/hour
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Saint Petersburg · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
Superowner
$300+/hour
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150/hour
Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat
Powerboats in Cape Coral · 6 guests

Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat

5.0
$100+/hour
⛵️ Catamaran Party Boat 50' (49-Person)
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat 50' (49-Person)

5.0
Superowner
$700+/hour
Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete
Sailing in Saint Petersburg · 6 guests

Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

5.0
$238+/hour
60ft Fountaine Pajot Motor Yacht Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

60ft Fountaine Pajot Motor Yacht Charter in Fort Lauderdale

5.0
Superowner
Best of 2026
$425+/hour
⛵️ Ultimate Catamaran Party Boat | Up to 49 Passengers!
Events in Miami · 49 guests

⛵️ Ultimate Catamaran Party Boat | Up to 49 Passengers!

4.9
Superowner
$700+/hour
Luxury Leopard 38 Catamaran located in Downtown Miami
Sailing in Miami · 12 guests

Luxury Leopard 38 Catamaran located in Downtown Miami

5.0
$219+/hour
Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Sailing in West Palm Beach · 12 guests

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL

4.3
Superowner
$125+/hour
50ft Catamaran Charter with Water Toys -Boca Raton, FL
Sailing in Deerfield Beach · 12 guests

50ft Catamaran Charter with Water Toys -Boca Raton, FL

5.0
$350/hour
Day Sails and Sunset Cruises in Downtown St. Petersburg,  44' Morgan Sailboat
Sailing in Saint Petersburg · 6 guests

Day Sails and Sunset Cruises in Downtown St. Petersburg, 44' Morgan Sailboat

5.0
$206+/hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75/hour
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.8
$250/hour
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Sailing in Fort Lauderdale · 6 guests

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

5.0
Superowner
$119+/hour
⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 49 guests

⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

5.0
Superowner
$700+/hour
47ft Sea Ray Yacht Rental | Miami Luxury Experience
Events in Miami · 13 guests

47ft Sea Ray Yacht Rental | Miami Luxury Experience

New
$200/hour
⛵️  MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)
Sailing in Miami Beach · 49 guests

⛵️ MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)

5.0
Superowner
$700+/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
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
Superowner
$125+/hour
⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

4.8
Superowner
$700+/hour
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour
Marlowe Hunter 33’ Sailing In Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

Marlowe Hunter 33’ Sailing In Fort Lauderdale

5.0
$90+/hour

Sailing Reviews in Florida

  1. TD

    Tiana

    23’ Bayliner Beautiful Boat In Miami

    Catalina was amazing from start to finish! I will book with them again 100%. Antonio was the BEST and super professional. He made us feel comfortable and even had a complimentary bottle of champagne ready on ice for us. If you want an affordable and reliable boat experience in Miami contact them!

  2. Sharai

    Sharai

    23’ Bayliner Beautiful Boat In Miami

    SUCH an amazing time! I did so much research on private boats to get for my sister’s bachelorette and this truly exceeded my expectations! This is 10000% legit, great price, lots of room, amazing response time from Catalina, incredible fun time on the boat and such an amazing experience overall. I read so many reviews so please believe me when I say I’m a real person and this was such a great time so book it!!

  3. TE

    Tate

    Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

    Jonas and Captain Carlos took top care of my family and I! I was so impressed with the amenities and cleanliness of the boat. They were both extremely knowledgeable about the area and sailing in whole. My nephew had a blast and they showed him patience and earned the respect of an 8 year old in addition to all of the "adults". Thank you so much, Jonas and Captain Carlos!

  4. SS

    Serah

    23’ Bayliner Beautiful Boat In Miami

    Antonio was our captain and he was very polite and professional! This is my second time in Miami and I will definitely book with him again! Best experience, peaceful, and he lets you connect to Bluetooth for your own music, free water and drinks! Best experience ever!

  5. Sarah

    Sarah

    Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

    Jonas and Carlos were super friendly and ran the boat smoothly. The boat was exactly as advertised and we had a great time! Thank you so much for a fun experience!

  6. GK

    Grace

    23’ Bayliner Beautiful Boat In Miami

    Antonio was a great captain! We had the best time on the boat and recommend doing the experience with the sandbar. Also, the Bluetooth surround sound on the boat really elevated the experience!