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All listings in Florida

Incredible sailboat rentals in Florida, United States.

Page 3 of 5106 listings

21ft Sun Tracker 20 Party Barge {Catch a Vibe}
Powerboats in Fort Lauderdale · 6 guests

21ft Sun Tracker 20 Party Barge {Catch a Vibe}

5.0
$100/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil
Sailing in Miami · 13 guests

48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

5.0
$187+/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
38ft Leopard Catamaran in Cape Canaveral
Sailing in Cape Canaveral · 6 guests

38ft Leopard Catamaran in Cape Canaveral

5.0
$250/hour
42' Luxury Catamaran Sailboat
Sailing in Miami · 6 guests

42' Luxury Catamaran Sailboat

New
$285/hour
Sail from Delray Beach to Lake Boca
Sailing in Delray Beach · 12 guests

Sail from Delray Beach to Lake Boca

1.0
Superowner
$125+/hour
''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl
Events in Cape Canaveral · 11 guests

''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl

5.0
$382/hour
Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne
Tours in Miami Beach · 10 guests

Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne

New
Superowner
$159+/hour
Sailing Adventure on Bay in Miami on Tartan Sailboat!
Sailing in Key Biscayne · 6 guests

Sailing Adventure on Bay in Miami on Tartan Sailboat!

5.0
$100/hour
Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami
Events in Miami · 13 guests

Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami

New
$250/hour
Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida
Sailing in Fort Lauderdale · 12 guests

Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida

New
$300/hour
Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises
Events in Miami · 14 guests

Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises

New
$250/hour
Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami
Events in Miami · 14 guests

Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami

New
$350/hour
Sail from Boynton Beach to Lake Boca
Sailing in Boynton Beach · 12 guests

Sail from Boynton Beach to Lake Boca

New
Superowner
$126+/hour
Hunter 450 Passage Yacht - Sail From Key Biscayne
Sailing in Key Biscayne · 10 guests

Hunter 450 Passage Yacht - Sail From Key Biscayne

New
Superowner
$250/hour
Hunter 336 Sailing Yacht Charter in Palm Beach, Florida
Sailing in North Palm Beach · 4 guests

Hunter 336 Sailing Yacht Charter in Palm Beach, Florida

New
$125/hour
50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!
Sailing in Miami Beach · 42 guests

50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!

New
Superowner
Best of 2026
$850/hour
Aicon 67 Fly  – Elite Luxury Yacht Experience
Events in Miami · 13 guests

Aicon 67 Fly – Elite Luxury Yacht Experience

New
$350/hour
Instant Book
⛵️  MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)
Events in Miami Beach · 49 guests

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

New
Superowner
$750+/hour
Parasailing Adventure in West Palm Beach
Adventures in Riviera Beach · 12 guests

Parasailing Adventure in West Palm Beach

New
$99/hour
46ft Luxury Sailing Catamaran in Miami
Sailing in Fort Lauderdale · 12 guests

46ft Luxury Sailing Catamaran in Miami

5.0
$300/hour
40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay
Sailing in Saint Petersburg · 12 guests

40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay

New
$350+/hour
46 Sport Bridge Yacht
Events in Miami Beach · 12 guests

46 Sport Bridge Yacht

New
$240+/hour

Sailing Reviews in Florida

  1. DG

    Darla

    21ft Sun Tracker 20 Party Barge {Catch a Vibe}

    Our group of 6 had the BEST time with Captain Porshia! The communication was phenomenal, she called the day before to discuss our desired itinerary, meet location, and any needs we may have. We had a prompt departure, and Porshia was very knowledgeable of boating and the area. Porshia was not only friendly but also very helpful and made sure all of our needs were taking care of. 10/10… HIGHLY RECOMMEND!!! We will definitely be back.

  2. Becca

    Becca

    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

    Amazing in every way! Kip & Elizabeth were so kind and accommodating. We got to relax, snorkel, and even saw some dolphins which made the trip extra memorable. Kip was always responsive to messages and the process couldn’t have been more seamless from start to finish. Couldn’t recommend enough!

  3. Michael

    Michael

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    My family had a wonderful day on The Bubble! Catherine and Serge responded quickly to our inquiries and were very accommodating of a request to change the time. They made us feel at home on the boat and the boat was great. They have a table outside and inside with seating, and a large area in the front to lounge. There have yoga mats and blankets we used and a speaker you can connect to. We were able to put our food in a fridge and a cooler. They provided water bottles. We enjoyed a fun ride in their dingy to go see the stilt houses in the bay as well. If you’re able to go on The Bubble at sunset you may be treated as we were to a gorgeous sunset over the water in addition to the great view of Miami lit up. Our captain Doug was great-super nice and professional and interesting to speak to him about the places he has lived all over the world. I highly recommend The Bubble!

  4. AD

    Alison

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    We had such an amazing time on the Bubble for my bachelorette party! The boat is huge and was very stable on the bay - no one got sea sick! We were able to sail the whole time except leaving the dock. Captain Serge made sure we had a great time and also made sure we were all super safe onboard. The main bathroom is very large for a boat and clean. We also loved hanging out on the floating mat in the water! I highly recommend and would love to sail on the Bubble again!

  5. LH

    Laura

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    We had a great experience on the boat. Captain is super kind, helpful and even very entertaining for a child we had on board. Very fun crew and a very pleasant day, route and atmosphere. Boat has all you need for a short or long term rental. Thanks for having us!

  6. AE

    Ashley

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    Katherine was great! Her communication was too notch. She ensured we had everything we needed and was comfortable. The boat is beautiful! It was huge and spacious for all of my guests. I would definitely book again with Katherine in the future.