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Havana, Havana Boat Rentals

Page 1 of 124 listings

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$199+/hour
52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests
Events in Key West · 10 guests

52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

New
$600/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/hour
23ft Concept Powerboat Island Tour and Sandbar charter
Powerboats in Key West · 6 guests

23ft Concept Powerboat Island Tour and Sandbar charter

New
$175/hour
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/hour
''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida
Events in Key West · 10 guests

''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida

New
$512/hour
Egg Harbor 35ft Sportfisher for Offshore Adventures!
Fishing in Key West · 6 guests

Egg Harbor 35ft Sportfisher for Offshore Adventures!

New
$225/hour
Adventure escape challenge on the waters in Key West, Florida
Tours in Key West · 6 guests

Adventure escape challenge on the waters in Key West, Florida

New
$150/hour
New SeaRay 250 SDX Salty SandBars Key West
Powerboats in Key West · 8 guests

New SeaRay 250 SDX Salty SandBars Key West

5.0
$135+/hour
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
Powerboats in Key West · 6 guests

Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

4.9
$158+/hour
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/hour
See Vee 27' Center Console up to 6 people!
Powerboats in Key West · 6 guests

See Vee 27' Center Console up to 6 people!

New
$150+/hour
2020 Sailfish 270 WAC Charter in Key West!
Powerboats in Key West · 6 guests

2020 Sailfish 270 WAC Charter in Key West!

5.0
$169+/hour
Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)
Powerboats in Key West · 6 guests

Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)

5.0
$169+/hour
"Stress Free" 20ft Mako Center Console Rental in Key West, Florida
Powerboats in Key West · 4 guests

"Stress Free" 20ft Mako Center Console Rental in Key West, Florida

New
$204/hour
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+/hour
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

New
$320/hour
Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter
Powerboats in Key West · 12 guests

Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter

5.0
$90+/hour
84ft Lazzara Motor Yacht is a head turner with lots of outdoor spaces and toys
Powerboats in Stock Island · 12 guests

84ft Lazzara Motor Yacht is a head turner with lots of outdoor spaces and toys

5.0
$850+/hour
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Stock Island · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0
$145+/hour
Pontoon Boat !! Enjoy Paradise Like A Local!
Powerboats in Key West · 10 guests

Pontoon Boat !! Enjoy Paradise Like A Local!

5.0
$90/hour
Private Key West Boat Experience — Swim, Sip & Soak Up the Sun!
Powerboats in Key West · 10 guests

Private Key West Boat Experience — Swim, Sip & Soak Up the Sun!

5.0
$126+/hour
Luxury Lagoon 440 Sailing Catamaran in Key West
Sailing in Key West · 6 guests

Luxury Lagoon 440 Sailing Catamaran in Key West

5.0
$250/hour
Key West Luxury Charters
Fishing in Key West · 12 guests

Key West Luxury Charters

New
$225+/hour
Instant Book

Havana Reviews

  1. MG

    Melissa

    Pontoon Boat !! Enjoy Paradise Like A Local!

    This was my first time using Getmyboat and it turned out great. Our captain JC was amazing and took us on a short tour before heading out to the sandbar. After the sandbar he showed us a rope swing area. So much fun. Great captain, very knowledgeable and entertaining.

  2. MaKalea

    MaKalea

    Pontoon Boat !! Enjoy Paradise Like A Local!

    We had such a great experience with Louis and Captain Brigette! I can’t recommend them enough. Great communication and great people!

  3. Blair

    Blair

    Boston Whaler 24ft Sandbar Hangout Key West

    BOOK IT!! We booked with Anthony for my sister’s bachelorette and had the time of our lives! Anthony was so nice, fun and knew the best places to stop to swim in the clearest water. best day 10/10 would recommend!

  4. William

    William

    Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

    Anthony’s boat was new, modern, and spacious. Highly recommend!

  5. CF

    Corinne

    New SeaRay 250 SDX Salty SandBars Key West

    We had the best time out on the water and to the sand bars with Captain Mike! He’s incredibly knowledgeable on all things Key West and more! He kept us very entertained with his facts and stories. The boat was pristine and included all of the amenities listed. I would highly recommend this tour!

  6. Lyndee

    Lyndee

    New SeaRay 250 SDX Salty SandBars Key West

    We had an amazing day with Captain Mike. We went out to the sandbars and hit the sunset at Mallory square. We rented the boat for the entire day. We actually ran out of beer and Anthony delivered beer to us. Mike was very knowledgeable about the area and the tides. We had a blast. Service was over the top and mystic the pug was super cute.