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All listings in Florida

Incredible sailboat rentals in Florida, United States.

Page 3 of 5105 listings

60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)
Travel in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

4.6
$1,300hour
3-Hour Daytime Cruise in Destin, Florida
Sailing in Destin · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150hour
Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0
$250hour
50' Chris White Design, Cruising Catamaran rental in beautiful Ponce Inlet Florida.
Sailing in Ponce Inlet · 6 guests

50' Chris White Design, Cruising Catamaran rental in beautiful Ponce Inlet Florida.

5.0
$26person
"Boldly Go" Yacht Charter in Tampa, FL
Sailing in Tampa · 6 guests

"Boldly Go" Yacht Charter in Tampa, FL

New
$202hour
Parasailing Adventure in West Palm Beach
Adventures in Riviera Beach · 12 guests

Parasailing Adventure in West Palm Beach

New
$109person
"Real Gone Daddy"  Yacht Charter in West Palm Beach, FL
Sailing in West Palm Beach · 13 guests

"Real Gone Daddy" Yacht Charter in West Palm Beach, FL

New
$524hour
Sail from Delray Beach to Lake Boca - $150/Hr - $30/Person
Sailing in Delray Beach · 10 guests

Sail from Delray Beach to Lake Boca - $150/Hr - $30/Person

New
Superowner
Best of 2023
$30person
''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
$382hour
Lagoon 42' Private Sailing Adventure in Florida with Captain Eric
Sailing in Deerfield Beach · 8 guests

Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

5.0
$300hour
4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!
Sailing in Destin · 6 guests

4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

5.0
$150hour
2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

5.0
$150hour
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475-$950hour
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$100-$110hour
Private Sunset Cruise (2-Hours) in Destin, Florida
Powerboats in Destin · 6 guests

Private Sunset Cruise (2-Hours) in Destin, Florida

5.0
$175hour
Luxury Sport Boats Rental
Powerboats in West Palm Beach · 12 guests

Luxury Sport Boats Rental

5.0
$200hour
36 YELLOWFIN   Sunset Cruises / Sandbar Party / Intercoastal Cruise
Fishing in Bay Pines · 6 guests

36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise

5.0
$150hour
Stunning Luxe 60' White Princess Yacht
Events in Fort Lauderdale · 13 guests

Stunning Luxe 60' White Princess Yacht

New
Superowner
$750hour
Luxurious 40ft Leopard Catamaran - ALL INCLUSIVE
Sailing in Treasure Island · 6 guests

Luxurious 40ft Leopard Catamaran - ALL INCLUSIVE

New
$215-$500hour
Sail From Key Biscayne $195/Hr - $40/Person
Sailing in Key Biscayne · 6 guests

Sail From Key Biscayne $195/Hr - $40/Person

New
Superowner
Best of 2023
$195hour
Enjoy Miami in SEA RAY 45FT!!
Events in Miami Beach · 13 guests

Enjoy Miami in SEA RAY 45FT!!

New
Superowner
Best of 2023
$140hour
Searay Sundancer 60¨ in North Miami Beach, Florida
Events in Aventura · 12 guests

Searay Sundancer 60¨ in North Miami Beach, Florida

4.0
$400hour
2018 Regal 42' Luxury Yacht for Day Charter or Sunset Cruise
Events in Aventura · 8 guests

2018 Regal 42' Luxury Yacht for Day Charter or Sunset Cruise

5.0
$334-$350hour
Bay Boat Dolphin/Shelling Adventures in Marco Island, Florida
Powerboats in Marco Island · 6 guests

Bay Boat Dolphin/Shelling Adventures in Marco Island, Florida

5.0
$99hour

Sailing Reviews in Florida

  1. BO

    Brian

    Luxury Sport Boats Rental

    Definitely would recommend! Amazing experience! Going to book again 100%

  2. SG

    Sintera

    60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

    The Original catamaran had a mechanical issue, and he worked feverishly to find me 2 yachts to accommodate the 26 people I had attending. In addition to still providing food & beverages for both yachts as originally agreed. In addition, he threw in Happy Birthday balloon décor for one of the yachts which I obviously rode on. It was an awesome day, the decorations were amazing and helped make the pics for my 50th birthday celebration epic... Fun was had by all !!!

  3. EA

    Ebonie

    60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

    We left about 20 min late, not due to any reason within my group. And I don't mean pulling off 20 min late, I mean standing at the pier for 20 extra min waiting to board. I was not happy about that but I did not mention it. The captain of the boat was not Cesar. All communication had been with Cesar up until then. The sail itself was wonderful!! The crew was nice. Snacks were as expected. Bartender was great! They assisted us very well with jumping off and getting on the boat. Even down to our more nervous passengers. They were truly awesome. My entire party had an amazing time!! We would do this again, I'd just ask to be on time or compensate that time with either more time on the back end or money back. At $950/hour, a 20 min loss is a decent amount. But the experience was truly amazing

  4. JP

    Jonathan

    Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

    Amazing experience. Exceeded all expectations. I booked a trip for eight family members to celebrate a birthday while on vacation. Captain Eric took us on an afternoon tour of the Florida intercoastal. His boat was incredibly nice and spacious, and Eric was a great host - very friendly and accommodating to all our needs. We hope to book a sailing excursion with him next time we are in the area!

  5. MM

    Mike

    4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

    Tracy & Ladd are true professionals, and a generally good time. The offering was exactly as presented and they catered to the specific requests we had. The boat is great and their knowledge of the area helped make this a fantastic afternoon on the water. I would highly recommend you book this if you are looking for a private charter in the Destin, FL area!

  6. SS

    Shaun

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    This was our first time sailing and Captain Dan was amazing 🤩. He is very knowledgeable and accommodating. We sat up front on a couple of bean bags which was perfect and very comfortable. We will definitely do this again. Oh and we saw 👀dolphins 🐬 too. 🙌