Drag the slider to set a maximum price.
Up to $10,000
1
10000
10000
Group size
United StatesFloridaKey West

Key West Boat Hire & Charters

Average of 6 reviews in this area.

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.

Boating 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 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.

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 rentals 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 rentals.

1 - 30 of 79 listings
hourA$208
FloridaPowerboats
6 guests

Private Boat Tour On 20' Mako Center Console With Captain Howie in Key West

hourA$122
FloridaPowerboats
6 guests

22' Sea Fox Center Console Rental In Key West, Florida

hourA$122
FloridaPowerboats
6 guests

20' Sea Fox Viper Deck Boat Rental In Key West, Florida

hourA$137
FloridaPowerboats
14 guests

24' Starcraft Pontoon Boat Rental In Key West, Florida

hourA$137
FloridaPowerboats
15 guests

Charter 30' Double Decker Pontoon In Key West, Florida

hourA$122
FloridaPowerboats
6 guests

21' Starcraft Deck Boat Deck Boat Rental In Key West, Florida

hourA$114
FloridaPowerboats
6 guests

19' Deck Boat Rental In Key West, Florida

dayA$623
FloridaPowerboats
8 guests

Rent 226 Sea Fox Center Console in Key West, Florida

dayA$685
FloridaPowerboats
8 guests

8 People - 24' Sea Fox Commander Center Console in Key West

hourA$132
FloridaPowerboats
14 guests

Rent this 25' Sunchaser Pontoon in Key West, Florida

hourA$137
FloridaPowerboats
6 guests

Exciting Eco Tour on "E.O. Wilson" Boat in Key West with Captain Billy

dayA$485
FloridaPowerboats
16 guests

Rent the 16 People Double Decker Pontoon in Key West, Florida

hourA$260
FloridaFishing
6 guests

Key West Fishing Charter On 40ft "Capt. Conch" Boat With Captain Richard

hourA$1,731
FloridaSailing
30 guests

Luxury Wedding At Sea Aboard The 65ft Schooner In Key West, Florida

hourA$83
FloridaSailing
2 guests

Hobie Catamaran Rental in Key West, Florida

hourA$226
FloridaFishing
9 guests

Fishing Charter on 36ft "Cowboy" Yacht with Captain Mark

hourA$277
FloridaFishing
9 guests

Fishing Charter on 45ft "Cowgirl" Yacht with Captain Mark

hourA$82
FloridaTours
30 guests

The 45ft "Seabreeze" Catamaran Trips in Key West, Florida

hourA$42
FloridaAdventures
1 guest

Kayak Rental in Key West, Florida

hourA$42
FloridaAdventures
1 guest

Stand Up Paddleboard Rental in Key West, Florida

hourA$194
FloridaWater sports
1 guest

Island Jet Ski Tour In Key West, Florida

hourA$242
FloridaFishing
6 guests

Fishing Charter on 34ft "Ramerezi" Yacht in Key West, Florida

hourA$242
FloridaFishing
2 guests

Fishing Charter on 18' Hewes Bonefish Skiff in Key West, Florida

hourA$138
FloridaPowerboats
2 guests

Deck Boat fishing charter in Key West

dayA$1,039
FloridaFishing
6 guests

Fishing Charter in Key West

dayA$658
FloridaTours
6 guests

Dolphin Watching Charter on 17ft Bowrider in Key West, Florida

hourA$242
Florida
6 guests

37' Sport Fisherman Rental in Key West, Florida

hourA$137
FloridaPowerboats
6 guests

Dolphin Watch and Snorkel Tour On 31' "Patty C" Boat In Key West, Florida

hourA$205
Florida
6 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat!

hourA$206
FloridaSailing
6 guests

Sailing Charter On 37ft "Free Spirit" Schooner In Key West, Florida

79 results