Best Boat Rentals Near Cudjoe Key, FL

Name: Play like the locals!
Rating: 5.0

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Labor Day Weekend Boat Rentals

Top Cudjoe Key Boat Rentals and Yacht Charters

Rent a Hydrasports Boats center console in Key West, FL near me

$87+ /hour

Key West, FL

5.0 (86 bookings)

Play like the locals!

2 - 8 hours Captained

Up to 6 passengers

$186+ /hour

Key West, FL

5.0 (7 bookings)

40' Sailing Catamaran! Offering day, overnight, sunset charters

4 - 8 hours Captained

Up to 10 passengers

Rent a Key West - Axopar pilothouse in Key West, FL near me

$237+ /hour

Key West, FL

5.0 (274 bookings)

SUV of the Seas - Ultra Luxury Adventure Boat: Rated #1 Boat Key West

2 - 8 hours Captained

Up to 13 passengers

Rent a Viking Yacht motor yacht in Key West, FL near me

$425+ /hour

Key West, FL

5.0 (50 bookings)

Luxurious Private Yacht Charter

2 - 8 hours Captained

Up to 10 passengers

$237+ /hour

Key West, FL

5.0 (7 bookings)

Luxury Activity Vessel- 33' Regal SAV: Private Mini-Yacht for up to 13

2 - 8 hours Captained

Up to 13 passengers

$150+ /hour

Stock Island, FL

5.0 (6 bookings)

Making Memories Charters

2 - 8 hours Captained

Up to 6 passengers

$140+ /hour

Stock Island, FL

Your Key West Adventure Awaits: Private Charters Available

2 - 8 hours Captained

Up to 6 passengers

$225+ /hour

Marathon, FL

4.7 (31 bookings)

SUV of the Sea's - Brabus Luxury Adventure Boat

2 - 8 hours Captained

Up to 13 passengers

$250+ /hour

Marathon, FL

5.0 (99 bookings)

Top Luxury Adventure Boat - Marathon, FL

2 - 8 hours Captained

Up to 13 passengers

Rent a SEA RAY BOATS bow rider in Key West, FL near me

$156+ /hour

Key West, FL

5.0 (7 bookings)

Lux Searay Key West SandBars no hidden boat fee’s

4 - 8 hours Captained

Up to 6 passengers

$174+ /hour

Key West, FL

Tropical Drift - A Key West Boat Adventure Awaits!

2 - 8 hours Captained

Up to 10 passengers

$186+ /hour

Key West, FL

New Luxury Sailing Yacht! Offering day, overnight sunset charters!

4 - 8 hours Captained

Up to 12 passengers

$63+ /hour

Key West, FL

4.7 (27 bookings)

New Center Console With Comfort Seating & Ready For Fishing

4 - 8 hours No captain

Up to 6 passengers

$119+ /hour

Summerland Key, FL

5.0 (46 bookings)

32' Boston Whaler Conquest with large cabin & AC

8 hours No captain

Up to 10 passengers

$400+ /hour

Key West, FL

Luxury 51' Power Catamaran at Beautiful Key West Resort

4 - 8 hours Captained

Up to 12 passengers

$129+ /hour

Key West, FL

22' Zodiac Charter for Sandbars, Sunsets, and Eco-Tours

2 - 8 hours Captained

Up to 6 passengers

$62+ /hour

Key West, FL

5.0 (19 bookings)

21' Pathfinder for Fishing in Key West, FL!

4 - 8 hours No captain

Up to 2 passengers

Rent a COBIA BOATS center console in Big Pine Key, FL near me

$75+ /hour

Big Pine Key, FL

3.5 (5 bookings)

Cobia 237 6-8 passenger

8 hours No captain

Up to 8 passengers

Top boat rentals reviews in Cudjoe Key, FL

301,947

Customers Reviews

4.95

Avg. Rating

5/5 stars

Making Memories...

We had an amazing time with Captain Sergei and Making Memories Charters. The boat was spotless, modern, and ready for...

Erin

Sep 2025
5/5 stars

Play like the...

Eric is the MVP, the goat himself. Very accommodating, knowledgeable, kind, fun and amazing overall. The best of the...

Maria

Aug 2025
5/5 stars

New Center...

The process was easy, the people gave us a nautical chart to follow and we got to see everything we asked for. Very...

Barbara

Aug 2025
5/5 stars

Play like the...

Eric and his boat were the highlight of my bachelorette trip! He was so friendly and accommodating. I would...

Chelsea

Aug 2025
5/5 stars

Play like the...

Eric is not just professional but also super friendly and helpful with everything. Took us out to the nicest sand bar...

Jeun

Aug 2025
5/5 stars

32' Boston Whaler...

Todd was easy to deal with and accessible when I had questions.

Mike

Aug 2025
5/5 stars

Play like the...

Had the best day with Eric! Everything was perfect. Couldn’t have asked for anything more! I’m so glad we booked this...

Josie

Aug 2025
5/5 stars

SUV of the Seas -...

Captain Scott was great! Enjoyed a beautiful day on the water!

Melissa

Aug 2025
5/5 stars

Making Memories...

Awesome time! Great boat and captain.

Jake

Aug 2025
5/5 stars

Luxurious Private...

We had a fantastic sunset cruise for my birthday! Brian and Rachel were brilliant — really friendly, chatty, and full...

Kayleigh

Jul 2025
5/5 stars

40' Sailing...

My family of young adults and friends chartered the Shelley Kay for a sunset cruise. Captain Jason and his First Mate...

Tina

Jul 2025
5/5 stars

Lux Searay Key...

Captain Mike took our group on the 6 hour charter and I highly recommend him! His knowledge of the Keys, along with...

Tina

Jul 2025

How to rent a boat in Cudjoe Key?

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Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

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Got questions?

Frequently asked questions

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.