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03/29/2024  ± 2 days
All listings in Floride

Incredible sailboat rentals in Florida, United States.

4.9
(926 Reviews)

Page 2 of 597 listings

Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates
Sailing in Miami Beach · 49 guests

Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates

5.0
Superowner
$900hour
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
$200hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75hour
Sailing From Pompano Beach, FL - $150/Hour - $30/Person
Sailing in Pompano Beach · 10 guests

Sailing From Pompano Beach, FL - $150/Hour - $30/Person

4.5
Superowner
Best of 2023
$30person
Luxury Sport Boats Rental
Powerboats in West Palm Beach · 12 guests

Luxury Sport Boats Rental

5.0
$200hour
Ultimate Intercoastal Cruiser and Sandbar party boat in Deerfield Beach, Florida
Powerboats in Deerfield Beach · 10 guests

Ultimate Intercoastal Cruiser and Sandbar party boat in Deerfield Beach, Florida

5.0
$125hour
64' Roberts Sailing Ketch for Charter in Jacksonville Area
Sailing in Green Cove Springs · 6 guests

64' Roberts Sailing Ketch for Charter in Jacksonville Area

5.0
$138-$217hour
Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami · 42 guests

Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender

3.0
Superowner
$800hour
Sailing From West Palm Beach, FL - $150/Hour - $30/Person
Sailing in West Palm Beach · 6 guests

Sailing From West Palm Beach, FL - $150/Hour - $30/Person

4.7
Superowner
Best of 2023
$150hour
41' Island Trader Ketch in Key West, Florida!
Sailing in Stock Island · 6 guests

41' Island Trader Ketch in Key West, Florida!

4.9
$162-$199hour
Hunter 336 Sailboat! Relaxing Sailing Palm Beach
Sailing in North Palm Beach · 4 guests

Hunter 336 Sailboat! Relaxing Sailing Palm Beach

5.0
$120hour
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
$225hour
Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$175-$200hour
50' Party Boat Catamaran in Miami ($1,200  PER HOUR)
Sailing in Miami Beach · 42 guests

50' Party Boat Catamaran in Miami ($1,200 PER HOUR)

4.8
$1,100hour
Sailing  Miami and Key Biscayne on board Catamaran Lagoon 450F
Sailing in Miami · 13 guests

Sailing Miami and Key Biscayne on board Catamaran Lagoon 450F

5.0
$450hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$149hour
Stunning Luxe 60' White Princess Yacht
Events in Fort Lauderdale · 13 guests

Stunning Luxe 60' White Princess Yacht

New
$750hour
Beautiful 36' Sea Ray Motor Yacht up to 10 guests and floating mat in Miami!!
Powerboats in Miami · 10 guests

Beautiful 36' Sea Ray Motor Yacht up to 10 guests and floating mat in Miami!!

4.3
$125hour
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$119-$120hour
60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)
Travel in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

4.6
$1,300hour
38 Foot Sailing Yacht for a Day of Fun in the Sun
Sailing in Miami · 10 guests

38 Foot Sailing Yacht for a Day of Fun in the Sun

New
$88-$117hour
The Catamaran Party Boat, accommodating up to 49 guests crewed 1 Captain+ 2 crew
Events in Fort Lauderdale · 49 guests

The Catamaran Party Boat, accommodating up to 49 guests crewed 1 Captain+ 2 crew

New
Superowner
$900hour
3-Hour Daytime Cruise in Destin, Florida
Sailing in Destin · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150hour
Large Catamaran sailing on the Biscayne Bay from Miami
Sailing in Miami · 13 guests

Large Catamaran sailing on the Biscayne Bay from Miami

5.0
$270-$430hour

Sailing Reviews in Floride

  1. BO

    Brian

    Luxury Sport Boats Rental

    2nd time booking - always the best experience. Would recommend to anyone looking for a great day on the water! Amazing experience

  2. PA

    Peggy

    30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

    Our party of six adults and three children had the best time with Mike and his beautiful Jupiter 30. The boat was in immaculate order, had plenty of seating for all of us, and was safe for the kids to roam around on. A great sound system kept both kids and adults entertained. Mike truly is the best captain one can ask for. Quick to respond to our requests before the trip, and attentive, safe and positive during it. 10/10 from our whole party of nine

  3. Chrystelle

    Chrystelle

    64' Roberts Sailing Ketch for Charter in Jacksonville Area

    What a fun day we had! We chartered Tom’s magnificent sail boat for our daughter’s 18th birthday. She will definitely remember this special day forever! Tom, our captain was so easy going from the second we talked on the phone- great communication. We all had an amazing time especially our teenagers (from jumping off the boat to swinging off the boat like monkeys lol). I definitely recommend Nepenthe Sails and Tom (captain/owner). We have gained a new friend in the process! 😄

  4. TH

    Tim

    64' Roberts Sailing Ketch for Charter in Jacksonville Area

    Captain Tom was friendly, incredibly knowledgeable, and provided an amazing experience for our group. He was helpful and accommodating. It was clear his goal was to provide us with an exceptional experience, and he succeeded! The sailboat Nepenthe was beautiful and sailed well. We can't wait to get back on the water. See ya soon, Captain Tom!

  5. 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!

  6. 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!