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All listings near me

Find Sailing Charters Near You

4.9
(5,183 Reviews)

Page 9 of 10240 listings

Hunter 336 Sailboat! Relaxing Sailing Palm Beach
Sailing in North Palm Beach · 4 guests

Hunter 336 Sailboat! Relaxing Sailing Palm Beach

5.0
$120/hour
Parasailing Adventure in West Palm Beach
Adventures in Riviera Beach · 12 guests

Parasailing Adventure in West Palm Beach

New
$99/hour
"Thea Marie" Yacht Charter in Riviera Beach, FL
Sailing in Riviera Beach · 49 guests

"Thea Marie" Yacht Charter in Riviera Beach, FL

New
$1,288/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
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
Limited Availability
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
50  Luxury Sailing Catamaran in Miami
Sailing in Fort Lauderdale · 12 guests

50 Luxury Sailing Catamaran in Miami

5.0
$330/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
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
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
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
$50/hour
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

Local Sailing Reviews

  1. Adonis

    Adonis

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

    An amazing captain with a special sense of humor, made my teenager boy feel so much engaged in the sailing experience. A trip to remember

  2. MT

    Michelle

    Hunter 336 Sailboat! Relaxing Sailing Palm Beach

    We had the absolute best time with Gerald. From the moment we stepped on the boat, we were treated like family. His kindness, generosity, and genuine spirit made the entire experience feel so special. What stood out most was not only how much fun we had, but how it truly felt like we made a new friend. Gerald’s knowledge of the area is expert level, and he shared so many great insights that made the day even more enjoyable. This was such a memorable experience for our group, and we cannot recommend him enough. We will absolutely be back.

  3. AK

    ALEXANDER

    Hunter 336 Sailboat! Relaxing Sailing Palm Beach

    Excellent experience from first contact until and beyond offboarding. Very family friendly. Definitely 5* experience. Will book again next time. The trip from the pier to the Atlantic is a great experience by itself. Sailing on the ocean is a dream come true. Enjoy!

  4. ED

    Eric

    Hunter 336 Sailboat! Relaxing Sailing Palm Beach

    We had an incredible time on the water from the get-go. Started off cruising the intercostal waterway and even got off the dock in time to catch an earlier bridge to avoid low tide. We cruised south past Singer Island and Palm Beach. We stopped in the ICW near Palm Beach to put our feet in the water and take in the scenery in peace and quiet. The wind was amenable to sailing so we tacked south for a while then sailed back past Singer Island to make the bridge opening to get us home on time. All in all, couldn’t change a thing about the experience. The vessel was clean, well-equipped and lots of space to relax. There was ample space for beverages and food that we brought onboard and a clean restroom. Definitely would love to sail again with Gerald in the future!

  5. MS

    Mikhail

    Hunter 336 Sailboat! Relaxing Sailing Palm Beach

    The sailing trip we took with Gerald was everything we were looking for! He has years of experience to share, as much as interesting stories to tell. He let's you handle the boat as much as you are comfortable to and teaches you ins and outs of sailing and navigation. We did some swimming off the boat which was a lot of fun! Gerald was so nice to offer us a taste of mangoes from his garden which were simply delicious! Thank you for a great time and conversations, Gerald! Mike&Yana

  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!