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All listings near me

Find Sailing Charters Near You

4.9
(4,822 Reviews)

Page 9 of 10240 listings

''Aloan at Last''r Mega Yacht Rental in Sarasota, Florida
Events in Sarasota · 13 guests

''Aloan at Last''r Mega Yacht Rental in Sarasota, Florida

New
$1,690/hour
Luxury Lagoon Catamaran 42’ Stuart FL
Sailing in Stuart · 12 guests

Luxury Lagoon Catamaran 42’ Stuart FL

New
$354/hour
Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL
Sailing in Stuart · 13 guests

Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

5.0
$354/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
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
''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
63' Catamaran - Luxury sailing for large groups!
Sailing in West Palm Beach · 40 guests

63' Catamaran - Luxury sailing for large groups!

5.0
$833/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 31 Jul 2026
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
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
Limited Availability
50ft Catamaran Charter with Water Toys -Boca Raton, FL
Sailing in Deerfield Beach · 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
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
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
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' Catamaran in Ft Lauderdale for charter to Florida Keys
Sailing in Fort Lauderdale · 12 guests

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

New
$1,400/day
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

Local Sailing Reviews

  1. 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.

  2. MR

    Marty

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

    The boat was in great shape. Smooth running motor. Sean was a super Captain. Very accommodating, personable and professional. Highly recommended.

  3. SH

    Shelagh

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

    Our captain Sean was wonderful. Home pick up was wonderful. Location for the day so fun. Would recommend more than 4 hours for a trip, as we wanted to stay longer! It was so amazing, 10/10 would do again.

  4. 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.

  5. RB

    Robert

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

    Great day on the water, excellent communication, great boat and Captain Sean made the whole experience easy and fun. Highly recommend!

  6. BL

    Bridgette

    Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

    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.