We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Group Size (2)

Browse Key West Boat Rentals.

Page 1 of 350 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-$155hour
Private Key West Boat Adventure | Sandbars and More!
Powerboats in Stock Island · 8 guests

Private Key West Boat Adventure | Sandbars and More!

5.0
$120hour
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
$150hour
Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports
Powerboats in Key West · 6 guests

Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports

5.0
$141hour
30' Jeanneau NC 895 Weekender Cabin Cruiser Yacht
Powerboats in Stock Island · 6 guests

30' Jeanneau NC 895 Weekender Cabin Cruiser Yacht

New
$225hour
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-$400hour
Half Day 4hrs: Sandbar hangout/ Island Hopping/ Paddle-boarding/ snorkeling
Powerboats in Key West · 6 guests

Half Day 4hrs: Sandbar hangout/ Island Hopping/ Paddle-boarding/ snorkeling

4.9
$136-$163hour
18' Party Barge Pontoon for rent in Cudjoe Key, Florida!!! We deliver only!
Powerboats in Cudjoe Key · 6 guests

18' Party Barge Pontoon for rent in Cudjoe Key, Florida!!! We deliver only!

5.0
$21hour
24' Pontoon to rent in Cudjoe Key, FL. We deliver!
Powerboats in Summerland Key · 9 guests

24' Pontoon to rent in Cudjoe Key, FL. We deliver!

5.0
$21hour
Salty Sandbars Key West on our new Boston Whaler 23 Vantage
Powerboats in Key West · 6 guests

Salty Sandbars Key West on our new Boston Whaler 23 Vantage

4.9
$135hour
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
$150-$163hour
Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250hour
24' Aquasport Center Console in Cudjoe Key, FL
Powerboats in Cudjoe Key · 8 guests

24' Aquasport Center Console in Cudjoe Key, FL

5.0
Snoozed - Active 04 Apr 2025
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
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-$199hour
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
Snoozed - Active 03 Jul 2024
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
Backcountry Fishing in Key West
Fishing in Stock Island · 4 guests

Backcountry Fishing in Key West

New
$190hour
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
2020 Sailfish 270 WAC Charter in Key West!
Powerboats in Key West · 6 guests

2020 Sailfish 270 WAC Charter in Key West!

5.0
$675day
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-$950hour
Newer Key West Party Boat for 36 people!
Powerboats in Key West · 36 guests

Newer Key West Party Boat for 36 people!

5.0
$550hour
Godfrey Sweetwater 23' Tritoon in Cudjoe Key, Florida
Powerboats in Cudjoe Key · 10 guests

Godfrey Sweetwater 23' Tritoon in Cudjoe Key, Florida

New
$22hour
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

Key West Reviews

  1. 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

  2. Holly

    Holly

    Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports

    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.

  3. SP

    Susan

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

    Great experience and Customer Service -OUTSTANDING! We loved loved loved our experience and highly recommend booking with Patrick!!!! Brian our Captain was knowledgeable and Fun to hang out with for sure!

  4. DW

    Darius

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

    Very professional, attentive, and flexible crew. They had the cooler with ice and cups ready and any other creature comforts we asked for.

  5. AB

    Ana

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

    Eric was the perfect captain! Took us to a great spot for our bachelorette party, glad we chose him!

  6. Michael

    Michael

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

    10/10 recommend. Boat was amazing, great time for a bachelor party.