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All listings near me

Find Sailing Charters Near You

4.9
(4,696 Reviews)

Page 10 of 10240 listings

Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul
Sailing in Stuart · 6 guests

Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul

5.0
$225/hour
Hunter 336 Sailing Yacht Charter in Palm Beach, Florida
Sailing in North Palm Beach · 4 guests

Hunter 336 Sailing Yacht Charter in Palm Beach, Florida

New
$125/hour
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
Palm Beach FL: Private sailing, sighting-seeing and swimming with Capt Eric
Sailing in Palm Beach Shores · 6 guests

Palm Beach FL: Private sailing, sighting-seeing and swimming with Capt Eric

5.0
$300/hour
Instant Book
"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
$350/hour
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
36ft Wooden Catamaran - Enjoy a Once In a Lifetime Sailing Experience
Sailing in Naples · 6 guests

36ft Wooden Catamaran - Enjoy a Once In a Lifetime Sailing Experience

New
$200/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
$75/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. AM

    Allie

    Cabbage Key, Captiva Day Trip 1-6 people Captained

    We had a great time with Joe/Sean! Everyone was extremely communicative, accommodating and made the day incredible. Would highly recommend working with them for your next boat adventure.

  4. DS

    Domenic

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

    This was a great experience. We were 2 families on spring break with 5 teenagers and everyone had a large time. Fantastic Catamaran and exceptional captain (Jamie) and first mate (Kristen). We had so much fun we extended our trip. Well worth the price.

  5. JW

    Josh

    Cabbage Key, Captiva Day Trip 1-6 people Captained

    It was a great day out. Going to Cabbage Key was a highlight.

  6. BL

    Bridgette

    Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul

    We truly can't say enough great things about this boat, this crew or the entire experience. From the moment we stepped aboard, it was 1st Rate. The crew was both Professional and Charming. Smooth sailing, engaging conversation and incredible scenery. Book this luxury liner for yourself. You'll throughly enjoy yourself.