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Browse Key West Boat Rentals.

5.0(Average of 284 reviews in this area)
Learn more about boating in Key West

All Key West Listings

Page 1 of 3 (64 listings)
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
Superowner
$135hour
Half Day 4hrs: Sandbar hangout/ Island Hopping/ Paddle-boarding in Key West, Florida
Powerboats in Key West · 6 guests

Half Day 4hrs: Sandbar hangout/ Island Hopping/ Paddle-boarding in Key West, Florida

4.9
Superowner
$149hour
SUV of the Seas - Top Luxury Adventure Boat in Stock Island, Florida
Events in Stock Island · 12 guests

SUV of the Seas - Top Luxury Adventure Boat in Stock Island, Florida

5.0
Superowner
$238-400hour
18' Party Barge Pontoon for rent in Cudjoe Key, Florida!!! Multi day, weekly, or monthly rental. We deliver!
Powerboats in Cudjoe Key · 6 guests

18' Party Barge Pontoon for rent in Cudjoe Key, Florida!!! Multi day, weekly, or monthly rental. We deliver!

5.0
Superowner
$127-440day
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
Superowner
$68-135hour
Amazing Fisher 24' Pontoon Boat to rent in Cudjoe Key, FL. Multi day, weekly, or monthly rental. We deliver!
Powerboats in Summerland Key · 9 guests

Amazing Fisher 24' Pontoon Boat to rent in Cudjoe Key, FL. Multi day, weekly, or monthly rental. We deliver!

5.0
Superowner
$127-440day
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
Perfect fishing or leisure 24' Aquasport center console. Weekly or multi day rentals in Cudjoe Key, FL
Powerboats in Cudjoe Key · 8 guests

Perfect fishing or leisure 24' Aquasport center console. Weekly or multi day rentals in Cudjoe Key, FL

5.0
Superowner
$155-460day
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
$500day
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
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
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
Wake Surf Wake Skate In Key West, Florida
Tours in Key West · 6 guests

Wake Surf Wake Skate In Key West, Florida

5.0
Superowner
$225hour
Sea Fox 24ft Center Console to Go Fishing!!! in Summerland Key, Florida
Fishing in Summerland Key · 5 guests

Sea Fox 24ft Center Console to Go Fishing!!! in Summerland Key, Florida

5.0
$186-350day
Yamaha Jet Boat for Daily Charter in Key West
Powerboats in Key West · 10 guests

Yamaha Jet Boat for Daily Charter in Key West

5.0
Best of 2022
$150hour
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
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
''Bad to the Bone'' NausticStar 223DC Motor Yacht Rental in Key West, Florida
Events in Key West · 6 guests

''Bad to the Bone'' NausticStar 223DC Motor Yacht Rental in Key West, Florida

5.0
Superowner
$186hour
Godfrey Sweetwater 22' Tritoon in Cudjoe Key, Florida
Powerboats in Cudjoe Key · 10 guests

Godfrey Sweetwater 22' Tritoon in Cudjoe Key, Florida

New
Superowner
$155-460day
23ft Concept Powerboat for rent in Key West
Powerboats in Key West · 6 guests

23ft Concept Powerboat for rent in Key West

New
$175hour
Rum Runner Bar Boat in Key West, Florida
Powerboats in Key West · 6 guests

Rum Runner Bar Boat in Key West, Florida

5.0
$500day
3/4 Day Deep Sea Fishing Trip in Key West with Captain Andrew
Fishing in Stock Island · 6 guests

3/4 Day Deep Sea Fishing Trip in Key West with Captain Andrew

5.0
$117hour

Find the perfect boat rental in Key West.

Key West is a fabulous destination for boaters. Whether you are looking for a Sunset Cruise in Key West or a Boat Tour, Key West is the perfect destination for the boating enthusiast. The entire area of the Florida Keys is a designated National Marine Sanctuary, meaning that there are additional rules and regulations for boaters that are crucial to know to avoid breaking the law and getting fined. You can take a boat on your own to explore the reefs offshore, opt for a charter around the best spots for fishing, enjoy the sunset from a sailboat or go kayaking.

If you're heading to Key West on a road trip from Miami, you'll want to plan ahead to see all the amazing sights in between. Check out this amazing blog post by The Quirky Travel Guy on his detailed journey from Miami to Key West, with great recommendations on things to see and where to stay. If you're staying in Miami for a few days before you venture to Key West, check out our Miami Boating Guide for all the info you need to know for boating in Miami.

While boating in Key West, paying attention to the backchannel depths and navigation markers is important. Inexperienced boaters can get themselves into trouble if they cruise too quickly or end up in shallow waters. Pay attention to the markings when navigating the channels and you’ll be just fine.

Embarking on a fishing charter while in Key West is sure to be an experience you’ll never forget. Travelers can head out on full-service charters and expect to catch snapper, grouper, tuna, and the occasional shark. The boats are fully-equipped and the crew of deep-sea charters are knowledgeable and provide an excellent experience.

Catamaran rentals are popular in Key West thanks to the calm winds and water that provide a comfortable sailing experience. For visitors in need of an adrenaline rush, there are countless jet ski rental facilities as well as parasailing opportunities.

Chartering a yacht for a day of cruising, relaxing, and watching the sunset is a popular choice for many travelers staying in Key West. Booking up your yacht charter early is recommended, as the island is very small and boats can be booked up during the busy season.

Many people who are traveling Florida and find themselves in Key West never want to leave - and some people never do. It's a paradise for many travelers, with an enchanting atmosphere that draws people back time and time again. If you feel like you never want to leave the keys, you're not alone - this article by The Professional Hobo, details meeting these locals who have chosen to make Key West their permanent home. It's great for retirees or people looking for a chance of pace and a more tropical slice of life.

Boating Events in Key West

Key West is home to many sailing regattas, boat races, and other waterfront events that take place throughout the year.

One of the most popular is the Key West Super Boat International Championships. This takes place over several days and includes exhibitions of race boats on display, launching and racing of boats, boat parades and other live entertainment and events during the week. The power boats that are showcased during this event are among the top in the world, and many people come to watch offshore racing and enjoy the lively atmosphere.

The Key West Fishing Tournament attracts anglers of all ages, from seasoned fishing professionals to young novices trying their hand at making the best catch.

Other Things To Do in Key West

While on land, there is plenty to experience while in Key West. For literature lovers, a visit to Ernest Hemingway’s house is a must. Mallory Square is a hub for restaurants and shops on Key West and it provides a great view of the sunset. Duval Street is another great option if you’re looking to indulge in retail therapy or grab a bite to eat.

Marinas in the Keys

There are several marinas for boat rentals and charters scattered throughout Key West. Most of the marinas are on the island's northern side, but they run from the east to the western side. Galleon Marina and Conch Harbor Marina are great choices. City Marina at Garrison Bight is noted for fishing boats and charters. The Key West Historic Seaport is another top-rated marina on this part of the island. On the south side, Casa Marina Beach House is a good option for boat rentals.

About Key West

The Florida Keys are an archipelago of over 1500 islands stretching off the southern coast of Florida. Key West is one of the most popular for tourists and it’s also considered the southernmost city in the United States. It’s known for its laid-back beach culture, beautiful white sand beaches, and being a haven for rest and relaxation. While being known for its Floridian elegance, it is a very different Florida than Miami or Naples. It has a modest charm without the flashy money of some other Florida cities.

The best time to visit Key West is between March and May, when the winter crowds have gone and prices drop. The weather is perfect at this time, in the 70s-80s, with minimal rainfall compared to the rest of the year. The summer months see far fewer tourists due to heavy rains and high humidity. If getting wet doesn’t scare you, booking in the summer will secure you a trip at a much lower rate, but at the risk of running into hurricane season.

Getting to Key West can be expensive. There is an airport in Key West that services several routes in the United States, but fares are typically steep due to its smaller size. A popular option for travelers going to Key West is to fly to Miami or Fort Lauderdale and then rent a car to drive down to Key West. This can be a more economical option and will allow you to visit other parts of the Keys as well. There are also express ferries and other boat options to get access to Key West by water.

How much does it cost to rent a boat in Key West?

Boat rentals in Key West cost between $100/hour for a small powerboat rental up to $1,800/day for private yacht rentals. The average price for a boat rental in Key West is around $300/hour for a motor yacht or pontoon rental.

When is the best time to visit Key West?

The best time of year to visit Key West is late spring and early summer, between April and June, to avoid Spring Break crowds and the high temperatures of peak summer. Fall is also a good time to visit; September and October are good months to travel to Key West.

How long does it take to go from Miami to Key West by boat?

The journey from Miami to Key West takes 3-4 hours by boat. You can charter a boat from Miami to Key West for a scenic trip.

Key West Reviews

  1. Roland
    Roland
    Perfect fishing or leisure 24' Aquasport center console. Weekly or multi day rentals in Cudjoe Key, FL

    Fantastic experience. My wife and I come to the keys every year and if we don’t bring our boat we have previously rented from commercial boat rental companies. This is easily the most convenient way to go. Mitch was always in contact with us and his staff was very helpful and wonderful as well. Highly recommend.

  2. KR
    Kellianne
    SUV of the Seas - Top Luxury Adventure Boat in Stock Island, Florida

    JP made booking our private charter seamless! He was very responsive and accommodating. Our bachelorette party of 9 had the most fantastic afternoon swimming, sunbathing and listening to music. Captain Robert gave us some options and we chose the sandbar. This was the highlight of our weekend- I recommend JP and his boat cruises to anyone!

  3. LG
    Lance
    Perfect fishing or leisure 24' Aquasport center console. Weekly or multi day rentals in Cudjoe Key, FL

    The boat and Mitch were great. Mitch delivered the boat and we walked through the in’s and outs of the vessel. He was very thorough on routes to take for snorkeling, fishing, fuel stations, and sand bars on the GPS. We will definitely be renting from Mitch again, 10/10 experience.

  4. Michele
    Michele
    Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports

    Stop looking! THIS is your boat/captain experience. I researched the heck out of what boat to hire for our trip to Key West. And we saw a ton of other boats/captains on our sandbar sunset trip…this is the best boat and Anthony was by far the most warm, service oriented, and knowledgeable captain. And his little pug, Mystic, absolutely made the trip feel like we were on our own boat. We will be back and will use Anthony every time.

  5. LR
    Lori
    Luxury Sailing Catamaran in Key West

    Awesome boat!! Ashley was very helpful and easy to communicate with. Nils, the captain was very welcoming and informative as we cruised around looking for sea life. We saw turtles, dolphins and even a hammerhead shark. It was such a relaxing day. Thanks Ashley and Nils for making our day great.

  6. TD
    Tim
    41' Island Trader Ketch in Key West, Florida!

    Captain Jeff and Mate Tabitha led a fantastic trip. They were so welcoming and fun. Great day for us!

Boating Guide - Key West

Find the perfect boat rental in Key West.

Key West is a fabulous destination for boaters. Whether you are looking for a Sunset Cruise in Key West or a Boat Tour, Key West is the perfect destination for the boating enthusiast. The entire area of the Florida Keys is a designated National Marine Sanctuary, meaning that there are additional rules and regulations for boaters that are crucial to know to avoid breaking the law and getting fined. You can take a boat on your own to explore the reefs offshore, opt for a charter around the best spots for fishing, enjoy the sunset from a sailboat or go kayaking.

If you're heading to Key West on a road trip from Miami, you'll want to plan ahead to see all the amazing sights in between. Check out this amazing blog post by The Quirky Travel Guy on his detailed journey from Miami to Key West, with great recommendations on things to see and where to stay. If you're staying in Miami for a few days before you venture to Key West, check out our Miami Boating Guide for all the info you need to know for boating in Miami.

While boating in Key West, paying attention to the backchannel depths and navigation markers is important. Inexperienced boaters can get themselves into trouble if they cruise too quickly or end up in shallow waters. Pay attention to the markings when navigating the channels and you’ll be just fine.

Embarking on a fishing charter while in Key West is sure to be an experience you’ll never forget. Travelers can head out on full-service charters and expect to catch snapper, grouper, tuna, and the occasional shark. The boats are fully-equipped and the crew of deep-sea charters are knowledgeable and provide an excellent experience.

Catamaran rentals are popular in Key West thanks to the calm winds and water that provide a comfortable sailing experience. For visitors in need of an adrenaline rush, there are countless jet ski rental facilities as well as parasailing opportunities.

Chartering a yacht for a day of cruising, relaxing, and watching the sunset is a popular choice for many travelers staying in Key West. Booking up your yacht charter early is recommended, as the island is very small and boats can be booked up during the busy season.

Many people who are traveling Florida and find themselves in Key West never want to leave - and some people never do. It's a paradise for many travelers, with an enchanting atmosphere that draws people back time and time again. If you feel like you never want to leave the keys, you're not alone - this article by The Professional Hobo, details meeting these locals who have chosen to make Key West their permanent home. It's great for retirees or people looking for a chance of pace and a more tropical slice of life.

Boating Events in Key West

Key West is home to many sailing regattas, boat races, and other waterfront events that take place throughout the year.

One of the most popular is the Key West Super Boat International Championships. This takes place over several days and includes exhibitions of race boats on display, launching and racing of boats, boat parades and other live entertainment and events during the week. The power boats that are showcased during this event are among the top in the world, and many people come to watch offshore racing and enjoy the lively atmosphere.

The Key West Fishing Tournament attracts anglers of all ages, from seasoned fishing professionals to young novices trying their hand at making the best catch.

Other Things To Do in Key West

While on land, there is plenty to experience while in Key West. For literature lovers, a visit to Ernest Hemingway’s house is a must. Mallory Square is a hub for restaurants and shops on Key West and it provides a great view of the sunset. Duval Street is another great option if you’re looking to indulge in retail therapy or grab a bite to eat.

Marinas in the Keys

There are several marinas for boat rentals and charters scattered throughout Key West. Most of the marinas are on the island's northern side, but they run from the east to the western side. Galleon Marina and Conch Harbor Marina are great choices. City Marina at Garrison Bight is noted for fishing boats and charters. The Key West Historic Seaport is another top-rated marina on this part of the island. On the south side, Casa Marina Beach House is a good option for boat rentals.

About Key West

The Florida Keys are an archipelago of over 1500 islands stretching off the southern coast of Florida. Key West is one of the most popular for tourists and it’s also considered the southernmost city in the United States. It’s known for its laid-back beach culture, beautiful white sand beaches, and being a haven for rest and relaxation. While being known for its Floridian elegance, it is a very different Florida than Miami or Naples. It has a modest charm without the flashy money of some other Florida cities.

The best time to visit Key West is between March and May, when the winter crowds have gone and prices drop. The weather is perfect at this time, in the 70s-80s, with minimal rainfall compared to the rest of the year. The summer months see far fewer tourists due to heavy rains and high humidity. If getting wet doesn’t scare you, booking in the summer will secure you a trip at a much lower rate, but at the risk of running into hurricane season.

Getting to Key West can be expensive. There is an airport in Key West that services several routes in the United States, but fares are typically steep due to its smaller size. A popular option for travelers going to Key West is to fly to Miami or Fort Lauderdale and then rent a car to drive down to Key West. This can be a more economical option and will allow you to visit other parts of the Keys as well. There are also express ferries and other boat options to get access to Key West by water.

GetMyBoat has 64 listings for boating experiences in Key West with 284 reviews.

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