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All listings in Key West

Top rated cruising catamaran rentals in Key West, Florida.

Page 1 of 15 listings

Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

5.0
$320/hour
Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida
Events in Key West · 12 guests

Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida

New
$14,750/night
45ft Lagoon 450F Sailing Catamaran, Key West with Captain
Sailing in Key West · 13 guests

45ft Lagoon 450F Sailing Catamaran, Key West with Captain

New
$739+/hour
Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!
Sailing in Stock Island · 12 guests

Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!

New
$325+/hour
Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort
Sailing in Stock Island · 12 guests

Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort

New
$260+/hour

Cruising Catamaran Reviews in Key West

  1. BC

    Bryan

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    Aaron was super fun and extremely knowledgeable. Our group of five has so much fun sailing the rougher, windier seas. We then made for a secluded spot to fish and swim while we waited for sunset. It was a glorious view and truly checked off a bucket list item for me. Bryan - Oregon

  2. DA

    Donald

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    Great trip. Aaron has a super nice rig and went out of his way to show us a good time.

  3. Brandon

    Brandon

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    Highly recommended Captain Aaron and his crew Brook... they did an amazing job of hosting and tending to our wants. Very nice boat with ample toys and things to do on the water. Will definitely join them again. ⭐️⭐️⭐️⭐️⭐️

  4. JB

    Jessi

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    Fantastic trip, gorgeous boat, great crew!