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All listings in Hollywood

Great sailboat rentals near Hollywood, Florida.

Page 1 of 115 listings

Memorial Day Special: Boat Rental with FREE Captain & Fuel!
Powerboats in Fort Lauderdale · 6 guests

Memorial Day Special: Boat Rental with FREE Captain & Fuel!

5.0
$89-$129hour
Set sail with our luxurious Sea Ray 300 Yacht!!
Powerboats in Sunny Isles Beach · 10 guests

Set sail with our luxurious Sea Ray 300 Yacht!!

New
$200hour
2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

5.0
$150hour
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$100-$110hour
Searay Sundancer 60¨ in North Miami Beach, Florida
Events in Aventura · 12 guests

Searay Sundancer 60¨ in North Miami Beach, Florida

4.0
$400hour
PONTOON IN HAULOVER  Final Price No Hidden Fees 1h Free On Week Days 10ppl
Powerboats in Sunny Isles Beach · 11 guests

PONTOON IN HAULOVER Final Price No Hidden Fees 1h Free On Week Days 10ppl

New
Superowner
$160hour
2016 Bali Sailing Cataraman 45ft
Events in Sunny Isles Beach · 12 guests

2016 Bali Sailing Cataraman 45ft

New
$270-$400hour
Day Sail, Sun Rise & Sun Set, Special Event Guided Charter, Si hablo Español
Sailing in Aventura · 7 guests

Day Sail, Sun Rise & Sun Set, Special Event Guided Charter, Si hablo Español

New
$130-$150hour
Smooth Sailing: Charter the Elegant 43 Beneteau Today!
Sailing in Fort Lauderdale · 8 guests

Smooth Sailing: Charter the Elegant 43 Beneteau Today!

New
$200hour
"The Cats Meow" Custom Cats Catamaran
Sailing in Sunny Isles Beach · 12 guests

"The Cats Meow" Custom Cats Catamaran

New
$591hour
Palm Breeze - 55ft Party Catamaran for rent in Ft. Lauderdale
Sailing in Fort Lauderdale · 49 guests

Palm Breeze - 55ft Party Catamaran for rent in Ft. Lauderdale

New
$1,200-$1,266hour
45´ Sea Ray Express Cruiser. Luxury Yacht in Aventura, North Miami.
Sailing in North Miami Beach · 13 guests

45´ Sea Ray Express Cruiser. Luxury Yacht in Aventura, North Miami.

New
$150-$200hour
Bachelorette parties, weddings, birthdays, relaxing cruising,  swim stops .
Events in Hallandale Beach · 12 guests

Bachelorette parties, weddings, birthdays, relaxing cruising, swim stops .

New
$380-$500hour
Book the Beautiful Sea Ray Motor Yacht in Miami-Haulover- Ft Lauderdale
Events in Sunny Isles Beach · 8 guests

Book the Beautiful Sea Ray Motor Yacht in Miami-Haulover- Ft Lauderdale

New
$169hour
85ft Hatteras Luxury Mega Yacht in Miami!
Events in North Miami Beach · 13 guests

85ft Hatteras Luxury Mega Yacht in Miami!

New
$675hour

Sailing Reviews in Hollywood

  1. AL

    Arielle

    Memorial Day Special: Boat Rental with FREE Captain & Fuel!

    I had an amazing time with my friends on this boat! It was exactly how I wanted to celebrate my birthday! The boat was super clean and perfect size for the six of us, and the sound system was amazing so we danced so much lol Everything was super seamless, including booking and communicating with Brandon; I could tell he really wanted me to have the best celebration and I appreciated that! Spending time at the sandbar was so nice too. Seriously, just book this! You‘ll be so happy you did!

  2. SS

    Shaun

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    This was our first time sailing and Captain Dan was amazing 🤩. He is very knowledgeable and accommodating. We sat up front on a couple of bean bags which was perfect and very comfortable. We will definitely do this again. Oh and we saw 👀dolphins 🐬 too. 🙌

  3. Kathy

    Kathy

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    It was a great choice! Captain Dan welcomed us and prepared us so we would have a most enjoyable and safe trip! We toured beautiful areas, sailed along the coast and a great ocean adventure! We dropped anchor for a swim and lunch and had great conversation !! Thank you and we will be back!

  4. Mitch

    Mitch

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    Had a terrific time with Captain Dan out on his beautiful boat! Everything was smooth and seamless, the vessel was gorgeous and stocked with all the amenities you might need, and it was a wonderful experience from start to finish. Highly recommend!

  5. Ln

    Leslie

    2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

    Amazing trip with Captain Dan!!!1 He really made the trip so smooth and fun! He knew it all!! Definitely would recommend booking 10x over again! His wife was also so nice and kind and helpful as well. Super generous kind people!! Loved it.

  6. Marisol

    Marisol

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    Dan is very personable and provides first class service. The bean bags on the front of the boat are a nice, relaxing touch. We enjoyed the excursion and would book a future chartered outing with Dan.