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$100-$300

Florida Keys Boat Rentals [From $75/Hour]

Page 2 of 474 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
$175-$200hour
Wake Surf Wake Skate In Key West, Florida
Tours in Key West · 6 guests

Wake Surf Wake Skate In Key West, Florida

5.0
$225hour
All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More
Powerboats in Islamorada · 6 guests

All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

5.0
$125-$150hour
Fun in the Sun had by Everyone!
Powerboats in Marathon · 6 guests

Fun in the Sun had by Everyone!

New
$125hour
Enjoy Key Largo on this spacious Bayliner Deck Boat for up to 10 people
Powerboats in Key Largo · 10 guests

Enjoy Key Largo on this spacious Bayliner Deck Boat for up to 10 people

5.0
$120-$130hour
Hydrasport 6-Hour Private Charter in Key West
Powerboats in Key West · 6 guests

Hydrasport 6-Hour Private Charter in Key West

5.0
$142hour
29' GRADY WHITE FLORIDA KEYS!
Fishing in Islamorada · 7 guests

29' GRADY WHITE FLORIDA KEYS!

5.0
$175-$225hour
2022 Yamaha 252EX Islamorada, FL
Powerboats in Key Largo · 10 guests

2022 Yamaha 252EX Islamorada, FL

New
$135hour
Fun Keys Charter in Islamorada
Tours in Islamorada · 6 guests

Fun Keys Charter in Islamorada

New
$175-$200hour
Cobia 19.4 Center Console! Perfect boat for fishing and snorkeling in Long Key, Florida.
Powerboats in Marathon · 5 guests

Cobia 19.4 Center Console! Perfect boat for fishing and snorkeling in Long Key, Florida.

5.0
$225-$325day
Rum Runner Bar Boat in Key West, Florida
Powerboats in Key West · 12 guests

Rum Runner Bar Boat in Key West, Florida

5.0
$150hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250hour
21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise
Powerboats in Islamorada · 5 guests

21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise

5.0
$125hour
Tiki Bar Boat in Key West
Powerboats in Key West · 6 guests

Tiki Bar Boat in Key West

New
$125hour
EXCLUSIVE Brand New 2023 Axopar 25ft Cross Top
Events in Key Largo · 6 guests

EXCLUSIVE Brand New 2023 Axopar 25ft Cross Top

New
$150-$205hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200hour
All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat
Powerboats in Islamorada · 6 guests

All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat

New
$175-$180hour
2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console
Powerboats in Key West · 6 guests

2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console

New
$163hour
Full Day Shared Charter in Key West, Florida
Fishing in Key West · 6 guests

Full Day Shared Charter in Key West, Florida

5.0
$275day
Super Fun Deck Boat Rental Caps included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Rental Caps included

New
$130hour
23ft Concept Powerboat Island Tour and Sandbar charter
Powerboats in Key West · 6 guests

23ft Concept Powerboat Island Tour and Sandbar charter

New
$175hour
Beautiful and Spacious 21ft Bayliner Bowrider for Rent in Homestead, FL
Powerboats in Florida · 7 guests

Beautiful and Spacious 21ft Bayliner Bowrider for Rent in Homestead, FL

New
$100hour
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249hour
Backcountry Fishing in Key West
Fishing in Stock Island · 4 guests

Backcountry Fishing in Key West

New
$190hour

Florida Keys Reviews

  1. Belkys

    Belkys

    Enjoy Key Largo on this spacious Bayliner Deck Boat for up to 10 people

    Great comunicación before and after the booking. the day of the trip we arrived a few minutes before the time we had agreed and Captain George was already there , ready to welcome us . We discussed the options on where to go based on the present weather and started our trip . He is a local to the area so had lots of knowledge . On where to swim or snorkel. We will definitely recommend for other travelers .

  2. Erin

    Erin

    All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

    Captain Jim was fantastic! We had a charter out to the Islamorada sand bar- the ride was fun and Captain Jim set us up with a lily pad and paddle board to enjoy our time at the sandbar. Plus he had so much info to share with us! Cannot recommend enough and will be in contact next time in Islamorada.

  3. Jason

    Jason

    Wake Surf Wake Skate In Key West, Florida

    We had an absolute fantastic day. Anthony knows the spots to find that moment you are looking for in a special trip to the Keys. My wife and I had a magical trip, visiting a remote island and sharing a romantic sunset together. He even took pictures for us along with being a fantastic host. Next time we are in the Keys, we will be giving Anthony a call again as our Captain. Thank you from A and J for taking us to the Edge of Heaven!

  4. PG

    Patrick

    Wake Surf Wake Skate In Key West, Florida

    Just spent 8 hours on the Boston Whaler with my three daughters. We had an amazing time. Anthony is the perfect host - laid back, funny, kind and most of all knowledgeable of the places to go and see. We visited two sandbars, got to see some baby hammerheads, a stingray, the sunset (which was amazing), and on our ride back to dock we also saw a family of dolphins. The boat was very clean, larger than expected, had the toys we wanted (full face snorkeling equipment, paddle boats, and the water mat). The cooler was stocked and there were chips as well. We would do it again in a heartbeat! Worth every penny for a relaxing day on the water with an amazing host!

  5. WG

    William

    Wake Surf Wake Skate In Key West, Florida

    Anthony was amazing! We made a last minute booking and he answered within minutes to quickly get us booked for 3 o’clock departure… which was within the hour of reaching out to him. When arriving to the marina it looked as if a storm was approaching and anthony did everything to make sure we didnt waste our money and go out and get stuck in the storm. About an hour later the storm passed so we reached out to see if it was too late to go out, and he said he stuck around just incase the storm passed and to meet back at the marina. We ended up having an amazing evening with great weather and he took us out to a beautiful sandbar! The evening was amazing and his professionalism was awesome. Would book again, no question about it.

  6. Yaritza

    Yaritza

    Wake Surf Wake Skate In Key West, Florida

    Anthony is an amazing and the BEST captain! Our trip couldn’t have been any more perfect. He was so friendly, experienced, accommodating and communicative. His boat was so comfortable and beautiful. He also took us out to the best spots. Our trip wouldn’t have been the same without his navigational skills and knowledge of the area. We will definitely be back and will recommend to our friends and family.