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All listings near me

Find Sailing Charters Near You

4.9
(4,789 Reviews)

Page 10 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
Instant Book
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
Powerboats in Cape Coral · 6 guests

Cabbage Key, Captiva Day Trip 1-6 people Captained

5.0
$95+/hour
ALL INCLUDED | 35ft Luxury Scarab Sportster Sport Boat
Powerboats in West Palm Beach · 12 guests

ALL INCLUDED | 35ft Luxury Scarab Sportster Sport Boat

5.0
$280/hour
Instant Book
''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
Enjoy a memorable sailing experience aboard this beautiful Jeanneau 389
Sailing in West Palm Beach · 8 guests

Enjoy a memorable sailing experience aboard this beautiful Jeanneau 389

5.0
$105+/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
Snoozed - Active 24 Jul 2025
Hakuna Matata - Party Catamaran in South Florida
Powerboats in West Palm Beach · 43 guests

Hakuna Matata - Party Catamaran in South Florida

New
$1,000/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

New
$300/hour
Sailing From West Palm Beach, FL - $200/Hour - $33.33/Person
Sailing in West Palm Beach · 12 guests

Sailing From West Palm Beach, FL - $200/Hour - $33.33/Person

4.5
Superowner
$125+/hour
Classic 1970 Sail Yacht
Sailing in West Palm Beach · 4 guests

Classic 1970 Sail Yacht

2.0
$900/hour
Catamaran 48 foot luxury sailing cat daily, over night and weekly Excursions
Sailing in Fort Myers Beach · 12 guests

Catamaran 48 foot luxury sailing cat daily, over night and weekly Excursions

5.0
$300/hour
Instant Book
Sail from Boynton Beach to Lake Boca - $200/Hour - $33.33/Person
Sailing in Boynton Beach · 12 guests

Sail from Boynton Beach to Lake Boca - $200/Hour - $33.33/Person

New
Superowner
$126+/hour
50ft Catamaran Charter with Water Toys -Boca Raton, FL
Sailing in Boca Raton · 12 guests

50ft Catamaran Charter with Water Toys -Boca Raton, FL

5.0
Snoozed - Active 03 Nov 2025
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
$300/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

4.5
$140/hour
Sailing From Pompano Beach, FL - $200/Hour - $33.33/Person
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL - $200/Hour - $33.33/Person

4.5
Superowner
$125+/hour
Brand new 200HP bayliner VR5
Powerboats in Texas · 7 guests

Brand new 200HP bayliner VR5

5.0
$110/hour
Bali Catspace 40 ft Catamaran in Ft Lauderdale for charter to Florida Keys
Sailing in Fort Lauderdale · 12 guests

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

New
$1,400/day
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/hour
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
Instant Book
Luxury Lagoon 450 Catamaran in Key West
Sailing in Fort Lauderdale · 8 guests

Luxury Lagoon 450 Catamaran in Key West

New
$600+/hour

Local Sailing Reviews

  1. lb

    lisa

    50ft Catamaran Charter with Water Toys -Boca Raton, FL

    Kristal & Jamie were the BEST! Made our family feel like their family. They were attentive and helpful. We (all 10 of us) feel they went over and above to make sure we had agood time. The boat was really clean and nice. It was it was a perfect day. Would definintely Sail with them again!!!!! The Captain had some real skill moving that wonderful Catamaran around!!

  2. JE

    Joshua

    Brand new 200HP bayliner VR5

    This was my first experience renting a boat. I hired Dylan to captain it. He hosted us for my daughter's birthday party and everything went better than I anticipated. Dylan was professional, courteous, and patient from start to finish. I wouldn't hesitate to book him again.

  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

    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!