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Browse Key West Boat Rentals.

Page 1 of 241 listings

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
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
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
Private Key West Boat Adventure | Sandbars and More!
Powerboats in Stock Island · 8 guests

Private Key West Boat Adventure | Sandbars and More!

5.0
$88+/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 24ft
Powerboats in Key West · 6 guests

Salty SandBars Key West Boston Whaler 24ft

5.0
$130/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 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft 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
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
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
BackCountry Sandbars Key West
Powerboats in Key West · 4 guests

BackCountry Sandbars Key West

5.0
$99/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
Newer Key West Party Boat for 36 people!
Powerboats in Key West · 36 guests

Newer Key West Party Boat for 36 people!

5.0
$550/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
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

Key West Reviews

  1. VC

    Valentina

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

    Everything was perfect! Captain Bridget was awesome!! Highly recommended.

  2. KG

    Kai

    Salty SandBars Key West Boston Whaler 24ft

    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

  3. shannon

    shannon

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

    Was very pleased with Pats professionalism with this booking. He was quick and very helpful with all the details of my trip. We were a group of ladies visiting from all different places so I was nice to get to experience some time together out on the water. Can’t wait to do it again! 5 star service

  4. 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.

  5. 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!!!

  6. 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.