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All listings near me

Find Sailing Charters Near You

4.9
(4,818 Reviews)

Page 9 of 10240 listings

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
''Valentine'' Sea Ray SDX Series Deck Boat Rental  in Fort Myers, Florida
Powerboats in Fort Myers · 12 guests

''Valentine'' Sea Ray SDX Series Deck Boat Rental in Fort Myers, Florida

New
$535/hour
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
$250/hour
Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach
Sailing in West Palm Beach · 6 guests

Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach

5.0
$300/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
Classic 1970 Sail Yacht
Sailing in West Palm Beach · 4 guests

Classic 1970 Sail Yacht

2.0
$900/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
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
30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida
Powerboats in Deerfield Beach · 10 guests

30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

5.0
$200/hour
44' Catamaran Party Boat In Grand Bahamas Island
Sailing in Bell Channel Bay · 45 guests

44' Catamaran Party Boat In Grand Bahamas Island

4.6
$140/hour
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
Superowner
$125+/hour
57' Fountaine Pajot Sailing Catamaran - A Luxury Experience
Sailing in Fort Lauderdale · 12 guests

57' Fountaine Pajot Sailing Catamaran - A Luxury Experience

5.0
$450/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
$355/hour
50  Luxury Sailing Catamaran in Miami
Sailing in Fort Lauderdale · 12 guests

50 Luxury Sailing Catamaran in Miami

5.0
$335/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
Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale

New
$375/hour
Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale
Powerboats in Fort Lauderdale · 12 guests

Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale

New
$330/hour
45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

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

New
$350/hour
40ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1
Sailing in Fort Lauderdale · 4 guests

Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1

New
Snoozed - Active 02 Sep 2026
55ft Party Catamaran for rent in Ft. Lauderdale
Sailing in Fort Lauderdale · 49 guests

55ft Party Catamaran for rent in Ft. Lauderdale

New
$1,200+/hour
Leopard 53 Power Catamaran (25-ft wide deck space)
Powerboats in Fort Lauderdale · 12 guests

Leopard 53 Power Catamaran (25-ft wide deck space)

New
$400+/hour
"The Cats Meow" Custom Cats Catamaran
Sailing in Sunny Isles Beach · 12 guests

"The Cats Meow" Custom Cats Catamaran

New
$591/hour
Luxurious 72' Azimut: Tender and Water Toys Serving Around South Florida
Events in North Bay Village · 12 guests

Luxurious 72' Azimut: Tender and Water Toys Serving Around South Florida

New
$950+/hour

Local Sailing Reviews

  1. SA

    Sharon

    50 Luxury Sailing Catamaran in Miami

    Just book it! You will NOT regret it. I promise- it's an amazing experience! The crew (Leornardo and Alina) were awesome and very accommodating! Book with these two!

  2. CP

    Chiaka

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

    My partner and I spent four hours on a very comfortable boat with nice accomodations and shade on a sunny day. Captain Charlie was a great narrator regarding the amazing properties we saw, full of personality!

  3. SH

    Simon

    Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach

    My wife and I celebrated our anniversary and we had a fabulous time on the water with Cal and Marty. The catamaran is the perfect way to enjoy a cruise up and down the coast with plenty of space to lay in out and relax. They even provided a beautiful spread of fruit and a welcome cocktails. Would highly recommend!

  4. EE

    Elizabeth

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

    Magical day at sea! The patience’s the beauty, perfect day at sea. My whole family had the most amazing time!

  5. DL

    Diana

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

    We had a wonderful trip arranged by Joseph and our Captain was Sean. Will definitely use again! They exceeded our expectations. Perfect execution of a flawless day on the water!

  6. PS

    Paige

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

    Wonderful trip. Made for the perfect afternoon activity for three couples of varying ages, smooth ride and a great value for seeing the views around the fort myers/Cape Coral area. Joe was extremely responsive and prompt to any questions/requests and made sure we were comfortable throughout our travels. Would recommend to anyone!