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Browse Key West Boat Rentals.

All Key West Listings

Page 1 of 243 listings

New SeaRay 250 SDX Salty SandBars Key West
Powerboats in Key West · 6 guests

New SeaRay 250 SDX Salty SandBars Key West

5.0
$135+/hour
Stylish elegance and spacious comfort ... your best time ever!
Events in Key West · 12 guests

Stylish elegance and spacious comfort ... your best time ever!

5.0
$95+/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
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Stock Island · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0
Superowner
$238+/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
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
Explore Key West in Comfort on this Luxury Center Console
Powerboats in Key West · 6 guests

Explore Key West in Comfort on this Luxury Center Console

5.0
$250+/hour
Private sandbar trip
Powerboats in Key West · 6 guests

Private sandbar trip

5.0
$85+/hour
33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

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

4.6
$199+/hour
 46ft SeaRay Sundancer | Luxury Charter in Key West, FL
Events in Key West · 12 guests

46ft SeaRay Sundancer | Luxury Charter in Key West, FL

New
$508+/hour
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Key West · 8 guests

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

5.0
$175+/hour
Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West
Powerboats in Key West · 6 guests

Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West

5.0
$169+/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
Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!
Powerboats in Cudjoe Key · 6 guests

Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

5.0
$500/day
Pontoon Boat !! Enjoy Paradise Like A Local!
Powerboats in Key West · 10 guests

Pontoon Boat !! Enjoy Paradise Like A Local!

5.0
$90/hour
 Key West Party Boat for 6- 36 people!
Powerboats in Key West · 36 guests

Key West Party Boat for 6- 36 people!

5.0
$550/hour
Ultimate speed, spacious comfort and elegant style ... Best Time Ever!
Events in Key West · 12 guests

Ultimate speed, spacious comfort and elegant style ... Best Time Ever!

New
$200/hour
6 Hour Sandbar Charter in Key West
Powerboats in Key West · 6 guests

6 Hour Sandbar Charter in Key West

5.0
$160+/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 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
45ft Lagoon Sailing Catamaran | Luxury Charter in Key West, Florida
Sailing in Key West · 12 guests

45ft Lagoon Sailing Catamaran | Luxury Charter in Key West, Florida

New
$777+/hour
Key West Reel Paradise Charters
Fishing in Key West · 12 guests

Key West Reel Paradise Charters

5.0
$225+/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
88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West
Powerboats in Stock Island · 12 guests

88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West

5.0
$850+/hour

Key West Reviews

  1. KR

    Kristy

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

    Mike was our captain and was so much fun aboard!! He did a great job of showing us around and was very accommodating. I would highly recommend them to anyone!

  2. 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!

  3. 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.

  4. RP

    Robert

    New SeaRay 250 SDX Salty SandBars Key West

    This review is quite late, I apologize. Our time with Anthony was the most enjoyable portion of our trip. Anthony was the most personable, and friendly person I've met in quite some time. He was very informative about the areas we went to, and made sure that we had a very enjoyable time. Anthony and his sweet puppy took us to the most beautiful, and fun spots in Key west. He also was fun to talk to, and let us know the best local spots to eat at, and to visit. We will not forget our time with him any time soon. The next time we visit, we will most assuredly look him up again to use his services. Absolutely great time all around!!!! Thanks Anthony, sorry for the late review, my apologies.

  5. Holly

    Holly

    New SeaRay 250 SDX Salty SandBars Key West

    Anthony called us ahead of time to warn of the wind and asked if we wanted to reschedule. Due to our travel plans, we decided not to, but still had a wonderful time! Anthony was knowledgeable, friendly and knew what he was doing! We would recommend him.

  6. LA

    Laura

    New SeaRay 250 SDX Salty SandBars Key West

    We all enjoyed the hole trip, it was our last day in key west and we couldn’t have asked for a better way to finish our trip to key west. We all felt save with Anthony as a captain, he told us a lot about the island as we sailed around. The biggest recommendation from us if you are looking for something to top your vacation