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Key West, Florida Boat Rentals & Yacht Charters

Page 1 of 236 listings

🚤 Key West Pink 👙 sandbar boat
Powerboats in Key West · 6 guests

🚤 Key West Pink 👙 sandbar boat

5.0
$135+/hour
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

5.0
$165/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

5.0
$320/hour
Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain
Powerboats in Key West · 12 guests

Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

5.0
$95+/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
Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests
Powerboats in Key West · 12 guests

Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests

5.0
$200/hour
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/hour
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Stock Island · 13 guests

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

5.0
Superowner
$238+/hour
Instant Book
Private sandbar trips🌞No Fishing, No Tortugas
Powerboats in Key West · 6 guests

Private sandbar trips🌞No Fishing, No Tortugas

5.0
$100+/hour
Pontoon Boat !! Enjoy Paradise Like A Local!
Powerboats in Key West · 10 guests

Pontoon Boat !! Enjoy Paradise Like A Local!

5.0
$90/hour
Private Key West Charter: Sandbar, Snorkel, Sunset & Reef
Powerboats in Key West · 8 guests

Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

5.0
$142+/hour
Key West Sandbar Hangout Aboard Sea Ray 250 SDX Yacht
Powerboats in Key West · 6 guests

Key West Sandbar Hangout Aboard Sea Ray 250 SDX Yacht

5.0
$169+/hour
33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$199+/hour
Limited Availability
37ft Midnight Express Open Luxury Yacht on The Waters of Key West!
Events in Key West · 12 guests

37ft Midnight Express Open Luxury Yacht on The Waters of Key West!

5.0
$175+/hour
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 10 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

5.0
$135+/hour
Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin
Events in Key West · 12 guests

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

5.0
$200+/hour
Instant Book
67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Celebrations and Getaways
Events in Key West · 12 guests

67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Celebrations and Getaways

5.0
$750+/hour
52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests
Events in Key West · 10 guests

52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

5.0
$600/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
88ft Lazzara Yacht with lots of Outdoor Spaces and Water Toys serving Key West
Events in Stock Island · 12 guests

88ft Lazzara Yacht with lots of Outdoor Spaces and Water Toys serving Key West

5.0
$850+/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
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
Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
Sailing in Key West · 6 guests

Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

New
$150/hour
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

Key West Reviews

  1. Jaelyn

    Jaelyn

    Private sandbar trips🌞No Fishing, No Tortugas

    We had such a great experience! Captain Eric was awesome, super friendly, professional, and made sure we had a good time the entire trip. Everything was easy and stress free, and we felt comfortable and taken care of the whole time. We had so much fun out on the water and would definitely book with him again. Highly recommend Captain Eric if you’re looking for a great boat day!

  2. JL

    John

    Sea Ray 270 Key West Experience

    We had an absolutely amazing experience with Captain Serghei! Our whole family truly enjoyed every moment on the water. We visited four beautiful sandbars and ice and bottled water were included, which was a great touch. What really made this trip special was the personal attention from Captain Serghei. He didn’t just stay on the boat, he got in the water with us, showed us around and explained all the different areas along the way. He even took our phones and captured pictures of the entire group, so we could enjoy the experience without worrying about getting photos ourselves. Those little personal touches made us feel so welcome and created memories we’ll treasure. Captain Serghei was friendly, knowledgeable, and genuinely cared about making sure our family had a fantastic time. We highly recommend this experience to anyone looking for a fun, relaxing, and memorable day on the water. We would absolutely do it again!

  3. AF

    Andrea

    Pontoon Boat !! Enjoy Paradise Like A Local!

    We did a Bach boat day and it was so fun! The water was perfect and Jorge, our captain made it even better. We described to him where we wanted to go and he knew a spot and took us there. It was beautiful and so much fun. I can’t wait to go back!

  4. YF

    Yevgeny

    🚤 Key West Pink 👙 sandbar boat

    Everything was fantastic from the rental, to the captain and the excursion!!! Would 10000% recommend this boat and especially the captain Jessie!!! Thank you so much for great memories and our bday celebration!!! We have rented boats before and this one by far was the best!!!

  5. Grace

    Grace

    Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

    Captain Bridget was amazing! She made our experience so much fun! Perfect for my group of girls

  6. DO

    Deniz

    Private sandbar trips🌞No Fishing, No Tortugas

    It was my first time using getmyboat and I am glad it connected us with Eric. Such a caring and fun captain. Definitely recommend him and I will be booking another trip with him when I am back here. Thank you so much for everything!