Cookies!

We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.

All listings in Hollywood

Great sailboat rentals near Hollywood, Florida.

Page 1 of 111 listings

40ft party catamaran for 13 on sand bar!
Sailing in Sunny Isles Beach · 12 guests

40ft party catamaran for 13 on sand bar!

New
Superowner
$280/hour
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
$150/hour
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
Searay Sundancer 60¨ in North Miami Beach, Florida
Events in Aventura · 12 guests

Searay Sundancer 60¨ in North Miami Beach, Florida

4.0
$400/hour
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
$200/hour
Smooth Sailing: Charter the Elegant 43 Beneteau Today!
Sailing in Fort Lauderdale · 8 guests

Smooth Sailing: Charter the Elegant 43 Beneteau Today!

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

"The Cats Meow" Custom Cats Catamaran

New
$591/hour
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+/hour
Bali 4.0 – Unmatched comfort for your perfect escape!
Sailing in Sunny Isles Beach · 13 guests

Bali 4.0 – Unmatched comfort for your perfect escape!

New
$280/hour
Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español
Sailing in Aventura · 6 guests

Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español

New
$130+/hour
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
$169/hour

Sailing Reviews in Hollywood

  1. 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. 🙌

  2. 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!

  3. 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!

  4. 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.

  5. 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.

  6. BF

    Bruce

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

    Captain Dan is both knowledgeable and experienced. His boat is comfortable and well maintained. We had a wonderful day and hope to return again in the future.