Boat rentals in Florida Keys

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Reviews from other clients

2 reviews

Motorboat rent Custom made Deck Boat 22' in Islamorada, Florida Keys

Fantastic motorboat for up to 10 passengers

Ideal for family fun, this little boat is perfect for group of 8 but will seat 10. Lots of comfy cushions, swim ladder, and you can do a little fishing right off the back. Perfect for all-around enjoying the Keys!

1 review

Motorboat Custom made Deck Boat 22' | 22.01 feet, 10 places

Sailing boat rent Custom Glander in Key West Harbour, Florida Keys

Beautiful Sailboat in Key West

This traditional 33' sailboat has been sailing out of the beautiful Key West Harbor since the ’80s. She was designed specifically for snorkel trips to the Florida Reef and day sailing Key West water.

Her spacious double cockpit, simple sloop rig and...

1 review

Sailing boat Custom Glander | 33 feet, 10 places |*Skipper included in the price

Key West Harbour (Florida Keys) See more sailing boats in Florida Keys
Catamaran rent Lagoon  450 in Key West Harbour, Florida Keys

Sleek and stylish catamaran in Key West

This Lagoon 450 is equipped with all the amenities to have a truly enjoyable voyage.
She sleeps up to 6 guests in 3 cabins and has a fully equipped galley to cater for all your needs.

Catamaran Lagoon 450 | 45.80 feet, 4 cabins, 8 places

Catamaran rent Robertson and Caine Leopard 39 in Key West Harbour, Florida Keys

Excellent Leopard 39 Catamaran

Charter this performance driven Leopard 39 for an experience you'll never forget! Her generous sail plan and stepped hull design provides excellent performance. She sleeps up to 6 guests in 3 cabins.

Catamaran Robertson and Caine Leopard 39 | 37.50 feet, 3 cabins, 6 places

Catamaran rent Fountaine Pajot Summerland 40 in Key West Harbour, Florida Keys

2014 Fountaine Pajot powe catamaran in Miami

This power cat accommodates up to 6 guests in 3 comfortable staterooms and 2 spacious heads. The huge flybridge is the perfect spot for entertaining or hosting your special event. The contemporary salon has a large window and is the perfect place to...

Catamaran Fountaine Pajot Summerland 40 | 39.30 feet, 3 cabins, 8 places

Sailing boat rent Jeanneau 41DS in Key West Harbour, Florida Keys

Brilliant Jeanneau Sailboat in Key West

Designed for relaxation and comfort, this sailboat offers an excellent sailing experience.

A spacious owner’s cabin aft features a private head and shower compartment and plenty of storage for life on board, offering owners all the luxury of a 45-foot...

Sailing boat Jeanneau 41DS | 40.42 feet, 2 cabins, 6 places

Catamaran rent Robertson and Caine Leopard 38 in Key West Harbour, Florida Keys

Great Robertson & Caine catamaran in Key West

This catamaran is equipped with all of the amenities you need to have a truly enjoyable voyage. She accommodates up to 8 passengers in 4 cabins

Catamaran Robertson and Caine Leopard 38 | 38.09 feet, 4 cabins, 8 places

Sailing boat rent Hunter Marine Hunter 410 in Key West Harbour, Florida Keys

Great Hunter 41 in Key West

This sailboat has three private double cabins, two heads and is equipped with all the water toys you need to make your vacation the perfect getaway for all the family.

Sailing boat Hunter Marine Hunter 410 | 40.78 feet, 3 cabins, 8 places

Sailing boat rent Jeanneau SUN ODYSSEY 479 in Key West Harbour, Florida Keys

Set sail on this Jeanneau SUN ODYSSEY 479

Discover the amazing florida keys with this sailboat up 10 persons and 6 persons by night.

Sailing boat Jeanneau SUN ODYSSEY 479 | 47.01 feet, 3 cabins, 10 places

Catamaran rent Fountaine Pajot Lavezzi 40 in Key West Harbour, Florida Keys

Excellent catamaran in Key West

This Fountaine Pajot Lavezz has four cabins and sleeps 8 comfortably, Perfect for chartering, she has both excellent sailing potential and great comfort. With a full battened main and furling jib, she is fast and nimble. Tacking is a breeze due to Fountaine...

Catamaran Fountaine Pajot Lavezzi 40 | 39.11 feet, 6 cabins, 8 places

Catamaran rent Lagoon  450S in Key West Harbour, Florida Keys

Beautiful lagoon 450S for your vacation in Miami

You will have 3G Wifi, 5 double beds (4 double cabins + 1 double bed in the salon).
She has 4 bathrooms and a cockpit shower.

Other equipment:
Bimini
Cockpit Cushions
Cockpit Ice Box
Cockpit Shower
Cockpit Speakers
Cockpit Table
Davits...

Catamaran Lagoon 450S | 45.80 feet, 4 cabins, 10 places

Catamaran rent Aquilla  48 4 Dbl Cabin 4 head in Key West Harbour, Florida Keys

Aquilla 48 power catamaran

Custom built to significantly elevate the boating experience aboard a power catamaran under 50’,
The Aquila 48 was designed in collaboration with leading experts in the power boating industry including world-class designers, engineers and builders as...

Catamaran Aquilla 48 4 Dbl Cabin 4 head | 0 feet, 8 places

Sailing boat rent Jeanneau Sun Odyssey 449 in Key West Harbour, Florida Keys

Rent this sailboat with 4 Cabins

Go sailing on this beautiful sailing boat from south of Miami and get ready to be amazed by Florida and its amazing keys!

The Jeanneau Sun Odyssey 449 will provide you with everything you are looking for in a sailing boat: it has wide and comfortable...

Sailing boat Jeanneau Sun Odyssey 449 | 45.14 feet, 4 cabins, 10 places

Catamaran rent Fountaine - Pajot Helia 44 in Key West Harbour, Florida Keys

Excellent Helia 44 Catamaran in Key West

The hugely popular Hélia 44 was launched as the Hélia 44 Evolution in late 2015. Redesigned portholes in the catamaran’s hulls increases natural light by 30%, while delivering enhanced views and a stylish aesthetic. The newly recessed mast creates brilliant...

Catamaran Fountaine - Pajot Helia 44 | 43.63 feet, 3 cabins, 8 places

Motorboat rent Custom made Angler 18' in Key Largo Harbor Marina, Florida Keys

18ft Angler fishing boat for up to 6 people

This boat features a 110HP Yamaha 4-stroke engine. Great for fishing trips, she comes with colour charting GPS, fish finder, live bait well and all coast guard required equipment. There is also a bimini top and cushions to ensure a comfortable trip.

Motorboat Custom made Angler 18' | 18.01 feet, 5 places

Motorboat rent Custom made Deck Boat 26' in Islamorada, Florida Keys

Motorboat in the Florida Keys for up to 12 passengers

This big and roomy motorboat is perfect for large parties – seats up to 12 people. Much safer and more seaworthy than a pontoon boat because you have a true boat hull, but you still get just as much room up top. There is a bimini top and cushions to ensure...

Motorboat Custom made Deck Boat 26' | 25.98 feet, 12 places

Yacht rent Azimut 116ft in Key West Harbour, Florida Keys

2005 116ft Azimut for 8-10 people

This yacht sleeps up to 8 passengers on week-long charters.
Charters lasting less than one week with 10 passengers or less, do not have a chef included.

Crew includes captain, first officer, mate, and stewardess. Chef is freelance and recommended...

Yacht Azimut 116ft | 118.11 feet, 5 cabins, 8 places |*Skipper included in the price

Key West Harbour (Florida Keys) See more yachts in Florida Keys
Sailing boat rent Beneteau 50 ft Beneteau in Key Largo Harbor Marina, Florida Keys

Beautiful sailing boat in the Keys

She is a beautiful Oceanis 50' which was totally refit in 2011. She offers 3 guest cabins each with a queen berth and its own ensuite head and shower. The yacht is fully air-conditioned for your comfort. Her main salon comfortably accommodates 8 adults...

Sailing boat Beneteau 50 ft Beneteau | 49.87 feet, 3 cabins, 6 places |*Skipper included in the price

Key Largo Harbor Marina (Florida Keys) See more sailing boats in Florida Keys
Sailing boat rent Irwin 52 ft Irwin. in Key West Harbour, Florida Keys

Beautiful 52 ft Sailing Boat in Florida Keys

This boat is a super spacious yacht with plenty of relaxing and sunbathing space on the afterdeck, foredeck and in the cockpit. It boasts 3 private state rooms with 2 heads, water maker, air and generator. There is also an autopilot, GPS, SSB, Electric...

Sailing boat Irwin 52 ft Irwin. | 51.84 feet, 3 cabins, 6 places |*Skipper included in the price

Key West Harbour (Florida Keys) See more sailing boats in Florida Keys
Yacht rent Viking Mouldings  Running Shot in Key West Harbour, Florida Keys

Fully equipped motor boat ideal for fishing in and around The Keys

This beauty is equpped to meet your fishing needs with;
Bluewater Fighting Chair
Snorkeling Equipment
Towable toys
Brownies Third Lung
Underwater lighting system
Release Rocket Launcher
Rupp outriggers
Eskimo ice machine
Shimano sport-fishing...

Yacht Viking Mouldings Running Shot | 61.02 feet, 2 cabins, 5 places |*Skipper included in the price

Key West Harbour (Florida Keys) See more yachts in Florida Keys

Reviews from our clients for Florida Keys

2 reviews

All About Boat Rentals in the Florida Keys

The Florida Keys is a popular location for sailing due to the multitude of sailing locations and opportunities on offer. As if this 126 mile stretch of exotic islands couldn’t be more enticing, Cuba and The Bahamas surround the Keys, adding even more to possibilities to your boat charter itinerary. Explore The Keys and its history, as well as beauty, and be at one with nature as your cruise the aqua waters and observe the sea life and coral reef below. In the whole of the United States, you can only find living coral reef in the Florida Keys!
 

Marinas & Harbours in Florida Keys

Our boat rentals in the Florida Keys are based in the following ports:

Key West Harbour
Islamorada
Key Largo Harbor Marina
Conch Key
Marathon

Our most popular boat rentals are motorboat rentals and sailboats in the Florida Keys.

Attractions in the Florida Keys

It goes without saying that this sailing destination is a tranquil oasis with plenty to explore. We know you’re expecting beautiful beaches, clear water and tropical sea life, so let us tell you some uncommon things you can see and do.

For those with a love for literature and history, visit Ernest Hemingway’s House in Key West. It is now a museum and a wonderful place to ponder his work and learn more about his life. 

If you’re not much of a bookworm but instead enjoy a good drink, visit Sloppy Joe’s, Hemingway’s local bar! Now called Captain Tony’s Saloon, Hemingway frequented this bar on Greene Street often.

Another attraction in Key West is the Southernmost Point Buoy. This buoy is a concrete buoy at the tip of Key West established in 1983, marking the end of the US and the stretch of sea to Cuba.
 
If you’re wondering what kinds of places you will encounter on your boat rental in Florida Keys, islands such as Bahia Honda are minimally inhabited islands surrounded by gorgeous stretches of beach and coastline. 

We also thoroughly recommend a boat charter to Dry Tortugas National Park. From Key West, it’s a 58 nautical mile sail, and a half way stop for a night at Marquesas Keys is ideal along the way. The National Park is located in the Gulf of Mexico and has 7 beautiful islands with exotic coral reef surrounding. Surround yourself with the wildlife on these remote islands or go diving and explore the underwater world. 
 

Climate in the Florida Keys

Sailing in the Florida Keys is a blissful activity most of the year, thanks to the tropical climate in the south. Most of the year is favourable, however July to November tends to be windier, rainer and is also known as “hurricane season” in some parts of this area. 

How to Get to the Florida Keys

You can fly to Key West International Airport (EYW) from all over the US. Direct flights include flights from Chicago, New York, Miami, Orlando and Dallas.

If you are flying from other locations in the world, you can find connections flights to locations such as Miami International Airport (MIA). Alternatively, you can fly to Miami and then get a taxi or drive to locations such as Key Largo along the Florida Keys. It takes just over an hour with approximately 57 miles’ distance. 
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