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All listings in Stock Island

Great sailboat rentals near Stock Island, Florida.

Page 1 of 14 listings

Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250hour
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
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475-$950hour
"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
Sailing in Key West · 6 guests

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

New
$351hour

Sailing Reviews in Stock Island

  1. LR

    Lori

    Luxury Sailing Catamaran in Key West

    Awesome boat!! Ashley was very helpful and easy to communicate with. Nils, the captain was very welcoming and informative as we cruised around looking for sea life. We saw turtles, dolphins and even a hammerhead shark. It was such a relaxing day. Thanks Ashley and Nils for making our day great.

  2. JA

    Jody

    Luxury Sailing Catamaran in Key West

    Five stars isn't enough! The catamaran is beautiful, and the crew was extremely accommodating. Captain Nils and First Mate Patrick are top notch seamen and gentlemen to boot. Took us to all the best spots to enjoy the beauty and majesty of Key West!!! We cant recommend them highly enough!

  3. Alex

    Alex

    41' Island Trader Ketch in Key West, Florida!

    We had an absolutely amazing experience out on the boat. The captain and crew were amazing and so kind and accommodating. The dog was the cherry on top too - cutest thing ever.

  4. THOMAS

    THOMAS

    Luxury Sailing Catamaran in Key West

    We charter often when on vacation but this was by far the best! Beautiful boat, amazing captain and crew! Incredible experience.

  5. PK

    Petri

    41' Island Trader Ketch in Key West, Florida!

    Smooth sailing. Spacious and beautiful boat with professional and corteous crew guaranteed an excellent afternoon. Thank you.

  6. RB

    Romain

    Luxury Sailing Catamaran in Key West

    Amazing experience! the captain and the boat were so nice, best snorkeling we did in years. We'll be back for sure!