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Florida Keys, US Boat Rentals & Yacht Charters

Page 3 of 367 listings

37' Freedom Yacht With 1400 Horse Power In Key West, Florida
Powerboats in Stock Island · 13 guests

37' Freedom Yacht With 1400 Horse Power In Key West, Florida

New
$359/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
Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!
Powerboats in Tavernier · 6 guests

Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!

New
$150/hour
Key West 203 FS Fishing & Cruising Boat in Homestead
Powerboats in Florida · 8 guests

Key West 203 FS Fishing & Cruising Boat in Homestead

New
$75+/hour
Instant Book
37’ Luxury Freeman with Bathroom, Shade & Key West Charters
Powerboats in Key West · 12 guests

37’ Luxury Freeman with Bathroom, Shade & Key West Charters

New
$250+/hour
Luxury 45ft Lagoon Catamaran Key West
Sailing in Key West · 13 guests

Luxury 45ft Lagoon Catamaran Key West

New
$739+/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/hour
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/hour
Key West Yacht Charter | 46ft Sea Ray in Key West, Florida
Events in Key West · 12 guests

Key West Yacht Charter | 46ft Sea Ray in Key West, Florida

New
$526+/hour
45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas
Events in Key West · 12 guests

45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas

New
$500/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
''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida
Fishing in Islamorada · 6 guests

''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida

New
$332/hour
"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
$351/hour
Dry Tortugas National Park Trip — Private Charter from Key West
Events in Key West · 12 guests

Dry Tortugas National Park Trip — Private Charter from Key West

New
$250/hour
Instant Book
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
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
26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests
Powerboats in Big Pine Key · 6 guests

26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

New
$100+/hour
Affordable Luxury Yacht Charters
Travel in Key Largo · 6 guests

Affordable Luxury Yacht Charters

5.0
$223+/hour
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Powerboats in Key Largo · 6 guests

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

5.0
Snoozed - Active 09 Apr 2027

Florida Keys Reviews

  1. EH

    Erika

    Affordable Luxury Yacht Charters

    Kenneth and Monica were so warm and helpful, and they truly wanted to make sure that we had an excellent experience. As an example, we were interested in snorkeling, so Kenny swam over to different snorkeling destinations and snorkeled himself to preview the best area for us to see the most fish. Great people!

  2. Barry

    Barry

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Wonderful trip from start to finish. Captain Lew was responsive. He was happy to flex start time and also flexibility around length to start with 3 hours and extend only if we wanted to. The boat was perfect for us as a family of 6. Very comfortable with multiple seating options. Very well equipped. We loved that Captain Lew got in the water too. Super knowledgeable about the area and the snorkelling by the reef is the best we have had (including Cyprus and French Riviera). A great way to spend 3 hours and good value. Highly recommend his services.

  3. TS

    Theo

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    just wanted to thank Captain Lewis and his wife for their outstanding service throughout our boat trip. They adapted to our needs, and we had an amazing time. They are such a lovely couple who showed us around the area, and we truly enjoyed the snorkeling. Thank you for everything — I totally recommend them.

  4. Warren

    Warren

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Captain Lew and his wife were everything we could have imagined! They took us to the most beautiful sandbar where the water was crystal clear where we floated and rode the paddleboard! He then showed us a tour of key largo and was very knowledgeable on the history of this are! We will definitely be booking with him again! Captain Lew is very laid back and felt like a friend of ours! We booked for 4 hours which was a great amount of time but we could have spent all day out there!

  5. LR

    Laureen

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Captain Lew provided us with an unforgettable experience while meeting the needs of every individual, from the first time snorkeler who had trouble putting on her gear, to the old lady who needed extra help on/off the boat, to the Spanish speakers with no English and finally to the sea sick 10 year old. Nothing was too much for Captain Lew! We saw beautiful coral, fauna and fish, lots of fish! The boat was pure luxury with every comfort possible. Perfect for my European visitors and me! Thanks again, Captain!

  6. EG

    Elaine

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Captain Lew is a great captain, he’s everything I hoped he would be from our communications. I asked for fishing and snorkeling for my grandchildren and he delivered. His boat has amazing shade, if you want it and a nice bathroom. We couldn’t have asked for a better experience. Both he and his wife Sherry are lovely, accommodating and really make you feel welcome and well cared for! I highly recommend captain Lew.