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![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Catamaran boat for rent in Key West")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Boating is fun with a Catamaran in Key West")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Boat for rent Leopard 42.0 feet in Oceans Edge Resort and Marina, FL")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "42.0 feet Leopard in great shape")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Boat for rent Leopard 42.0 feet in Oceans Edge Resort and Marina, FL")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "42.0 feet Leopard in great shape")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Boat rental in Key West, FL")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Discover Key West surroundings on this Custom Leopard boat")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Catamaran boat rental in Oceans Edge Resort and Marina, FL")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Boating is fun with a Catamaran in Key West")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Boating is fun with a Catamaran in Key West")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Leopard's 42.0 feet in Key West")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Up to 6 persons can enjoy a ride on this Catamaran boat")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Catamaran boat rental in Oceans Edge Resort and Marina, FL")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "This 42.0' Leopard cand take up to 6 passengers around Key West")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Discover Key West surroundings on this Custom Leopard boat")
![Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to Havana]( "Up to 6 persons can enjoy a ride on this Catamaran boat")
$1,200 (per day)Calypso Sails to Cuba! All-Inclusive Luxury Charters from the Keys to HavanaKey West • Captained42 feet • 6 guests • Leopard • Custom • 2002 -
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "Boat rental in Key West, FL")
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "43.0 feet Sport Fisher in great shape")
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "Boat for rent Sport Fisher 43.0 feet in Key West, FL")
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "Convertible boat rental in Key West, FL")
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "Boating is fun with a Convertible in Key West")
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "Up to 6 persons can enjoy a ride on this Convertible boat")
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "This 43.0' Sport Fisher cand take up to 6 passengers around Key West")
![Fishing & Diving Charters from Key West to the Dry Tortugas!]( "Discover Key West surroundings on this Custom Sport Fisher boat")
$600 (per ½ day)Fishing & Diving Charters from Key West to the Dry Tortugas!Key West • Captained43 feet • 6 guests • Sport Fisher • Custom • 2010 -
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Boat rental in Key West, FL")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "44.0 feet Helia in great shape")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Boat for rent Helia 44.0 feet in Stock Island Village Marina, FL")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Helia's 44.0 feet in Key West")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Catamaran boat rental in Stock Island Village Marina, FL")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Boating is fun with a Catamaran in Key West")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Up to 8 persons can enjoy a ride on this Catamaran boat")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "This 44.0' Helia cand take up to 8 passengers around Key West")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Discover Key West surroundings on this 44 Helia boat")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Catamaran boat for rent in Key West")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "Boat rental in Key West, FL")
![SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!]( "44.0 feet Helia in great shape")
$1,285 (per day)SAIL TO CUBA AND THE KEYS! Euro-Style Sailing Catamaran!Key West • Bareboat44 feet • 8 guests • Helia • 44 • 2016 -
![Sit back, relax, and enjoy Key West!]( "Catalina's 42.0 feet in Key West")
![Sit back, relax, and enjoy Key West!]( "Sloop boat rental in Key West Bight Marina, FL")
![Sit back, relax, and enjoy Key West!]( "Up to 6 persons can enjoy a ride on this Sloop boat")
![Sit back, relax, and enjoy Key West!]( "This 42.0' Catalina cand take up to 6 passengers around Key West")
![Sit back, relax, and enjoy Key West!]( "Sloop boat for rent in Key West")
![Sit back, relax, and enjoy Key West!]( "Boat rental in Key West, FL")
$410 (per ¼ day)Sit back, relax, and enjoy Key West!Key West • Captained42 feet • 6 guests • Catalina • 42 Mk I • 1989 -
$5,474 (per day)Quince Amor• Key West • Captained50 feet • 10 guests • Fountaine Pajot • SABA 50 • 2016 -
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Discover Key West surroundings on this Lucia 40 Fountaine Pajot boat")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Catamaran boat for rent in Key West")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Up to 6 persons can enjoy a ride on this Catamaran boat")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "This 39.0' Fountaine Pajot cand take up to 6 passengers around Key West")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Boat rental in Key West, FL")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "39.0 feet Fountaine Pajot in great shape")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Fountaine Pajot's 39.0 feet in Key West")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Catamaran boat rental in Stock Island Marina Village, FL")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Boating is fun with a Catamaran in Key West")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Up to 6 persons can enjoy a ride on this Catamaran boat")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Up to 6 persons can enjoy a ride on this Catamaran boat")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "This 39.0' Fountaine Pajot cand take up to 6 passengers around Key West")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Discover Key West surroundings on this Lucia 40 Fountaine Pajot boat")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Catamaran boat for rent in Key West")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Boat rental in Key West, FL")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "39.0 feet Fountaine Pajot in great shape")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Boat for rent Fountaine Pajot 39.0 feet in Stock Island Marina Village, FL")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Fountaine Pajot's 39.0 feet in Key West")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Catamaran boat rental in Stock Island Marina Village, FL")
![NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!]( "Boating is fun with a Catamaran in Key West")
$699 (per day)NEW LISTING - 3 Cabin Catamaran sleeps up to 6, day sail capacity 14!Key West • Bareboat39 feet • 6 guests • Fountaine Pajot • Lucia 40 • 2017 -
![SAIL TO CUBA AND THE KEYS! Highly sought after 4-cabin Catamaran]( "This 42.0' Lagoon cand take up to 8 passengers around Key West")
![SAIL TO CUBA AND THE KEYS! Highly sought after 4-cabin Catamaran]( "Boat rental in Key West, FL")
![SAIL TO CUBA AND THE KEYS! Highly sought after 4-cabin Catamaran]( "Discover Key West surroundings on this 421 Lagoon boat")
![SAIL TO CUBA AND THE KEYS! Highly sought after 4-cabin Catamaran]( "Lagoon boat for rent in Key West")
![SAIL TO CUBA AND THE KEYS! Highly sought after 4-cabin Catamaran]( "42.0 feet Lagoon in great shape")
![SAIL TO CUBA AND THE KEYS! Highly sought after 4-cabin Catamaran]( "Boat for rent Lagoon 42.0 feet in Stock Island Village Marina, FL")
$1,200 (per day)SAIL TO CUBA AND THE KEYS! Highly sought after 4-cabin CatamaranKey West • Bareboat42 feet • 8 guests • Lagoon • 421 • 2012 -
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Boat for rent Custom 33.0 feet in Other, FL")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "33.0 feet Custom in great shape")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Trawler boat rental in Other, FL")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Boating is fun with a Trawler in Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Custom's 33.0 feet in Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Custom's 33.0 feet in Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Trawler boat rental in Other, FL")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Boating is fun with a Trawler in Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Up to 6 persons can enjoy a ride on this Trawler boat")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "This 33.0' Custom cand take up to 6 passengers around Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Discover Key West surroundings on this Custom Custom boat")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Trawler boat for rent in Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Boat rental in Key West, FL")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "33.0 feet Custom in great shape")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Boat for rent Custom 33.0 feet in Other, FL")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Custom's 33.0 feet in Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Trawler boat rental in Other, FL")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Boating is fun with a Trawler in Key West")
![Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!]( "Up to 6 persons can enjoy a ride on this Trawler boat")
$700 (per ¼ day)Snorkeling, Kayaking, Do-It-All Key West Reef Eco-Adventure!Key West • Captained33 feet • 6 guests • Custom • Custom • 2014 -
![Super Smooth World Cat Catamaran.]( "27.0 feet World Cat in great shape")
![Super Smooth World Cat Catamaran.]( "Discover Key West surroundings on this 250DC World Cat boat")
$645 (per ½ day)Super Smooth World Cat Catamaran.Key West • Captained27 feet • 6 guests • World Cat • 250DC • 2003 -
![Dive or Snorkel around Key West on this Custom Dive Boat!]( "Discover Key West surroundings on this Custom Custom boat")
$900 (per ½ day)Dive or Snorkel around Key West on this Custom Dive Boat!Key West • Captained40 feet • 23 guests • Custom • Custom • 2010 -
![SAIL TO CUBA AND THE KEYS! Brand new Beneteau Oceanus Sailboat!]( "Beneteau's 45.0 feet in Key West")
![SAIL TO CUBA AND THE KEYS! Brand new Beneteau Oceanus Sailboat!]( "Cruiser boat rental in Stock Island Village Marina, FL")
![SAIL TO CUBA AND THE KEYS! Brand new Beneteau Oceanus Sailboat!]( "Boating is fun with a Beneteau in Key West")
![SAIL TO CUBA AND THE KEYS! Brand new Beneteau Oceanus Sailboat!]( "Up to 8 persons can enjoy a ride on this Beneteau boat")
$900 (per day)SAIL TO CUBA AND THE KEYS! Brand new Beneteau Oceanus Sailboat!Key West • Bareboat45 feet • 8 guests • Beneteau • Oceanus • 2015 -
$650 (per ½ day)A Beautiful Pearl of Key West!Key West • Captained60 feet • 12 guests • Trade Rover • 60 • 1988
