The Best Boat Hire near Key West, Florida

Average of 98 reviews in this area.
1 - 18 of 36 listings
Private Sunset Cruise
dayNZ$556
Key West
6 guests

Private Sunset Cruise

36 results

What to know about boat hires in Key West

Key West is a fabulous destination for boaters. 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 catamaran or go kayaking.

While boating in Key West, it’s important to pay attention to the backchannel depths and navigation markers. 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 hires 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 hire 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.

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 the 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 hires and charters scattered throughout Key West. The majority of the marinas are on the northern side of the island, but they run from the east to western sides. 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 hires.

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 for 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, between 20 and 26 °C, 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.

Top destinations nearby

GetMyBoat customer reviews for boat rentals in Key West.

  1. DM
    David
    Choose your own adventure! Amazing Float Plans!

    Our family of five all agreed that this was the best vacation day we'd ever had. We snorkeled at Looe reef for an hour or so, and saw hundreds of beautiful fish. We then sped over to the Gulf side to an outstandingly beautiful sand bar which we had all to our ourselves. It was like being on a deserted island. We lunched on the sanbdbar then fished into the deeper water from the sandbar. Caught barracuda, mutton snapper, and mangrove snapper. We then motored over to another sandbar where we explored an island and the kids paddle-boarded in shallow water. Austin was a fantastic captain. Great guy. My kids couldn't stop talking about him all the way home. Already planning next year's day trip.

  2. MH
    Mimi
    Amazing Fisher 24' Pontoon Boat to rent in Lower Florida Keys. Multi day, week or month, we deliver.

    Mitch was absolutely amazing! Had the best time for our group of 9 for a surprise 30th birthday. He was prompt and had great communication throughout the booking process and end of the trip. Highly recommend for a family experience to anyone, without a doubt. Thank you, Mitch!

  3. gr
    grace
    Half Day Private Boat, Sandbar, Snorkeling

    I was hesitant to book because I’ve never used the app but I’m very glad that I did. Anthony communicated very well with me- I had originally booked for a Monday but he texted me to let me know water was rough and that he would still take us but he recommended a different day where conditions would be better. I took his advice and rescheduled (totally easy to do with the app.) Day of trip I kind of put things in his hands as I’m the tourist and he’s the local- he took our family to the most amazing “private” sandbars and mangroves. Water was crystal clear and perfect for snorkeling or being lazy. He was a great host and the boat was clean and just as described. Adorable dog was a plus and was great with my kids. Highly recommend! You won’t be disappointed. I give him all the stars

  4. JW
    Jae
    Full Day Private Boat Charter

    Captain Anthony is absolutely the best keys tour guide you could hope for. His boat is brand new and very comfortable. Everything was planned well and he was very accommodating in making the day exactly what we wanted it to be! Don’t hesitate at all... book a day with Captain Anthony!

  5. RD
    Richard
    Amazing Fisher 24' Pontoon Boat to rent in Lower Florida Keys. Multi day, week or month, we deliver.

    My family had a blast and a unique experience touring the waters around Cudjoe Key and nearby. Mitch has options for types of boats and offers a very affordable rate. It was helpful that he had vests for us as well as a cooler. The navigation gps was a plus and significantly helps in shallow waters. We hope to return and will look up Mitch again.

  6. NP
    Neal
    Captain included, Sandbar, BackCountry, SunSet Cruise, WaterSports, Key West

    Our family had an awesome day aboard Anthony’s boat. Windy day but Anthony had an itinerary planned to make it a great day. Love the boats layout, plenty of room and boarding the boat was so much easier without an outboard motor.