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All listings in Florida

Incredible sailboat rentals in Florida, United States.

4.8

(740 Reviews)

Page 5 of 5 • 106 listings

Sailing in Jacksonville · 4 guests

Take a Sunset Sail, or Sailing Lesson with Capt. Jack!

New

$300/hour

Limited Availability

Sailing in Fort Lauderdale · 12 guests

45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale

New

$350/hour

Sailing in Aventura · 6 guests

Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español

New

$130+/hour

Sailing in Fort Lauderdale · 12 guests

Bali Catspace 40' Catamaran in Ft Lauderdale for charter to Florida Keys

New

$1,400/day

Sailing in Saint Petersburg · 4 guests

St. Pete Sunset Sails - 34ft Sailboat

New

$160/hour

Sailing in Pensacola · 6 guests

LOVELY 40FT SAILING CATAMARAN

New

$250/hour

Sailing in Florida · 13 guests

Yacht Charter in Split Lagoon 46 Catamaran

New

$802+/hour

Sailing in West Palm Beach · 12 guests

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

4.3

Superowner

Snoozed - Active 02 May 2026

Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0

Snoozed - Active 31 Jul 2026

Sailing in Fort Lauderdale · 4 guests

Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1

New

Snoozed - Active 02 Aug 2026

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Sailing Reviews in Florida

GK
George

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Capt Mark is not just a skilled boatman, he is a gentleman of many talents. What a delight to spend the day on his Naked Truth (thankfully, Capt stayed fully clothed!). This was a sailing experience even staying in the intracoastal. You made our day memorable! I look forward to our next voyage.
SG
Steven

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Captain Mark is an excellent host and terrific sailor. His boat is beautiful and in great shape. He’s a great storyteller and it’s a pleasure to be in his company. I look forward to future voyages with him.
Madelyn

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Captain Mark was very welcoming and talkative! he kept us entertained with jokes and stories. it was slightly chill that day but they had an enclosure that kept us toasty!!!
RB
Russell

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Captain Mark is very knowledgeable and personable. He tailored our itinerary to our requests. His boat is comfortable and sails well. Highly recommended.
AP
Abraham

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
We had a wonderful time sailing. The Yacht was clean and welcoming. The owners Roni and Maria were exceptionally good hosts.
MH
Michelle

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Easy to get out to the ocean from the Palm beach location