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Browse Key West Boat Rentals.

Page 1 of 227 listings

EXPLORE Natural Beauty of the Keys on our 27FT SEABORN!!
Events in Stock Island · 6 guests

EXPLORE Natural Beauty of the Keys on our 27FT SEABORN!!

5.0
Superowner
Best of 2023
$140/hour
luxury 25'ft pontoon for Sandbar & Dolphin and Sunset  tours. Dog friendly
Powerboats in Key West · 6 guests

luxury 25'ft pontoon for Sandbar & Dolphin and Sunset tours. Dog friendly

5.0
$150/hour
Jeanneau NC 895 Luxury Yacht - Private Key West Boat Charter
Events in Key West · 9 guests

Jeanneau NC 895 Luxury Yacht - Private Key West Boat Charter

5.0
$180+/hour
Salty SandBars Key West Boston Whaler
Powerboats in Key West · 6 guests

Salty SandBars Key West Boston Whaler

5.0
$174/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 Key West · 13 guests

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

5.0
Superowner
$238+/hour
4-Hour Private Charter in Key West with Captain Zak
Powerboats in Key West · 6 guests

4-Hour Private Charter in Key West with Captain Zak

5.0
$175+/hour
Boston Whaler 240 Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 240 Sandbar Hangout Key West

4.9
$130/hour
Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250/hour
41' Island Trader Ketch in Key West, Florida!
Sailing in Stock Island · 6 guests

41' Island Trader Ketch in Key West, Florida!

4.9
$162+/hour
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
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
Hydrasport 6-Hour Private Charter in Key West
Powerboats in Stock Island · 6 guests

Hydrasport 6-Hour Private Charter in Key West

5.0
$142/hour
20' Hydra Sports Center Console with 200 Hp Etec Motor in Key West, Florida!
Powerboats in Key West · 6 guests

20' Hydra Sports Center Console with 200 Hp Etec Motor in Key West, Florida!

5.0
$125/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
Rum Runner Bar Boat in Key West, Florida
Powerboats in Key West · 12 guests

Rum Runner Bar Boat in Key West, Florida

5.0
$150/hour
Tiki Bar Boat in Key West
Powerboats in Key West · 6 guests

Tiki Bar Boat in Key West

New
$125/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/hour
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
$163/hour
Egg Harbor 35ft Sportfisher for Offshore Adventures!
Fishing in Key West · 6 guests

Egg Harbor 35ft Sportfisher for Offshore Adventures!

New
$225/hour
Reel Paradise 36 Contender Center Console!!
Fishing in Stock Island · 12 guests

Reel Paradise 36 Contender Center Console!!

New
$230/hour
Instant Book
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/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
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 Reviews

  1. KG

    Kai

    Salty SandBars Key West Boston Whaler

    We had a great time with Anthony! The boat and the conversations were great! I can only recommend everyone to book Anthony as a captain

  2. FL

    Felicia

    EXPLORE Natural Beauty of the Keys on our 27FT SEABORN!!

    Jorge and Nicole were very attentive and treated us like we were on a 100ft Yacht. Jorge was extremely friendly and the seven of us felt safe, the 4 hour sail was extremely relaxing. Our booking was at night: therefore, we didn't take advantage of using the jet ski or floaty, but having the option was great. Nicole was beautiful inside and out. Everything we asked she assisted us with a smile. Not having to lift a finger during the sail was the icing on the cake. This excursion was great way to end our girls trip. We are looking forward to a repeat.

  3. Beauty

    Beauty

    EXPLORE Natural Beauty of the Keys on our 27FT SEABORN!!

    Jorge and Louis were amazing treated my family very well the entire trip my brother is visually impaired and they treated them with kindness and respect. Kind and friendly to the two kids on the boats. I am a navy veteran and DIsc Jockey for FM318 live and they were very respectful and helpful like I was DJ Khalid. They deserve a raise. They also like my Dominican culture music!!!

  4. Beauty

    Beauty

    EXPLORE Natural Beauty of the Keys on our 27FT SEABORN!!

    Great Service Book with Jorge he was very great to my family and DJ Crowdpleaser from FM318 radio. Great views we had fun in the water good music plenty of water we brought light snacks they kept them cold in the cooler just right for this Miami weather.

  5. GT

    Greg

    Jeanneau NC 895 Luxury Yacht - Private Key West Boat Charter

    David was a great host. No surprise charges and very accommodating in all aspects. Captain Dustin and Christina were very knowledgeable on local spots to avoid the wind and were great to hang out with for the day. We would highly recommend spending a day touring with them.

  6. Holly

    Holly

    Salty SandBars Key West Boston Whaler

    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.