Florida Keys Yacht Charter

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Florida Keys Superyacht Charter

A necklace of tropical islands curving southwest into the Gulf, the Florida Keys offer laid-back charm, turquoise shallows and the only living coral barrier reef in the continental United States. Stretching from Key Largo to Key West, they form a uniquely relaxed and beautiful cruising ground unlike anywhere else in America.

The Keys are famous for their clear, shallow turquoise water, dotted with mangrove islands, sandbars and vibrant coral reefs teeming with marine life. Superb snorkelling and diving, world-class sport fishing and countless idyllic anchorages make them a paradise for those who love the water.

At the end of the chain lies colourful Key West, the southernmost point of the continental United States, famous for its quirky charm, historic character, vibrant nightlife and spectacular sunsets. Its laid-back, bohemian atmosphere and literary history give the Keys a character all their own.

Ashore, the islands offer fresh seafood, colourful bars and a relaxed, easy-going atmosphere, all in a beautiful tropical setting. Their charm is irresistible.

With their turquoise shallows, living coral reefs and laid-back charm, the Florida Keys are a unique tropical cruising ground. Guests can snorkel the only living barrier reef in the continental US, island-hop along a scenic chain and soak up the easy-going atmosphere of colourful Key West.
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The Yachts for charter in Florida Keys

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A 39.62 metre Westport tri-deck, freshly refitted in 2024, chartering Florida and the Bahamas for up to ten guests in five staterooms from 120,000 dollars per week.
Blue Time

39M

Westport

2009

120000€

Guests

A 37.8 metre Broward with a flybridge as large as her salon, chartering Florida and the Bahamas for ten guests in five staterooms from 85,000 dollars per week.
Camille

37M

Broward Marine

2007

85000€

Guests

A 28.96-metre Princess 95 in grey, refitted in 2025 with four cabins, a walkaround main deck and a 40-foot Saxdor tender, chartering out of Stuart, Florida from $49,950 per week.
SPECTRE

28M

Princess

2009

49950€

Guests

A 37.8 metre Delta Marine with a flexible five room layout and an award winning crew, chartering the Bahamas for up to ten guests from 70,000 dollars per week.
Lanida

37M

Delta Marine

1995

70000€

Guests

A 37.49-metre Palmer Johnson designed inside and out by Nuvolari Lenard, refitted in 2023, with two full-beam suites, a screened and air-conditioned aft deck, a hardtop sundeck with jacuzzi and
TEMPTATION

37M

Palmer Johnson

2005

80,000€

Guests

A 36.6-metre Sovereign 120 rebuilt inside by a multi-million-dollar refit in 2022, with a top-deck jacuzzi, a four-berth bunk room and a 37-foot Boston Whaler tender, chartering Florida, the Bahamas
Real Summertime

36M

Sovereign Yachts

2000

99000€

Guests

A 42.6-metre Benetti delivered in 2019 and refitted in 2025, with a sun deck cinema, a deck jacuzzi and a deep toy locker, chartering the Bahamas for ten guests from
JODI-ANN

42M

Benetti

2019

199000€

Guests

A 36.6-metre ISA 120 Sport cruising at 24 knots and drawing just 1.5 metres, with a sundeck jacuzzi and a shallow-water reach nothing else her size can match, chartering the
Back 9 and a Half

36M

ISA

2017

110000€

Guests

A 2024 Ocean Alexander motor yacht offering ten guests five staterooms, a foredeck jacuzzi, sky lounge, and beach club across Florida and the Bahamas.
A SALT WEAPON

34M

2024

Guests

A 1966 Burger restored in 2020 to a Jack Hargrave profile, chartering the Caribbean and the US East Coast for eight guests from $48,000 per week.
SOVEREIGN

30M

Burger Boat

1966

48,000€

Guests

A 61-metre Royal Hakvoort delivered in 2021 with an ice-class reinforced hull, 2.4-metre ceilings, a sun deck pool and a separate spa, chartering the Caribbean and Florida from $600,000 per
TOP FIVE II

61M

Royal Hakvoort

2021

600,000€

Guests

A 38-metre Palmer Johnson tri-deck with a full-beam main-deck primary cabin, zero-speed stabilisers and a 39ft HCB centre console as her tender, chartering the Bahamas and Florida from $120,000 per
LEVERAGE

38M

Palmer Johnson

2003

120000€

Guests

A 25.91-metre Hatteras refitted in 2023, with a full-beam master, a bar-led sky lounge and Starlink aboard, chartering Connecticut in summer and Florida in winter from $45,000 per week.
INDY

25M

Hatteras

2005

45000€

Guests

A 36.58-metre Christensen refitted in 2020, with a full-beam master, a sundeck jacuzzi and a 32-foot sportfisher on the hip, chartering Florida and the Bahamas from $75,000 per week.
CHANSON

36M

Christensen

1995

75000€

Guests

Curated Selection Tailored for You

Highlights

Florida Keys Yacht Charter
Florida Keys yacht charters offer the freedom to experience the destination on your own terms. Each itinerary can be shaped around the way you want to travel, with the flexibility to move between time on the water, moments ashore and the simple pleasure of life on board.
Florida Keys yacht charter
Living Coral Reef
The reef tract stretches roughly 150 miles alongside the island chain, protected within the Florida Keys National Marine Sanctuary and anchored by John Pennekamp Coral Reef State Park off Key Largo, the first undersea park in the United States. Further south, Sombrero Reef off Marathon and Looe Key off Big Pine Key offer some of the clearest water and healthiest coral gardens in the chain. Mooring buoys mark the popular sites, so a yacht can tie off without damaging the reef below.
Florida Keys charter destination
Turquoise Shallows
Visibility often exceeds 60 feet over the sand and grass flats that separate the islands, water so clear that a dinghy seems to float above nothing at all. Bahia Honda State Park, roughly midway down the chain, is regularly ranked among the finest beaches in the United States for exactly this reason. The shallows also make the Keys one of the best places in Florida for sight-fishing the flats on foot or by paddleboard, well away from any current or swell.
Florida Keys yacht charter cruising
World-Class Fishing
Islamorada, roughly halfway down the chain, calls itself the sportfishing capital of the world, and the claim holds up: its flats and channels hold tarpon, bonefish and permit in close enough range that a skilled angler can land all three, a so-called grand slam, in a single day. Offshore, the Gulf Stream runs close to the reef edge, bringing sailfish, marlin and mahi-mahi within a short run of the marinas. Light-tackle and fly fishing both have deep followings here.
Florida Keys yacht charter cruising
Key West Charm
Key West’s Old Town centres on Duval Street, a mile of bars, galleries and guesthouses running between two coastlines, while Mallory Square hosts a nightly sunset celebration of buskers and food stalls that has run for decades. The Ernest Hemingway House, where the writer lived through the 1930s, and the Southernmost Point marker are among the most visited stops in the Keys. Late October brings Fantasy Fest, a ten-day costume festival that fills the streets with parades and parties.
Florida Keys yacht charter cruising
Island Hopping
The Overseas Highway links the chain via 42 bridges, the most famous being the Seven Mile Bridge between Marathon and the Lower Keys, a crossing with open ocean on both sides. By yacht, the same route unfolds as a string of anchorages rather than a road trip: Key Largo, Islamorada, Marathon and Key West each have a distinct pace and character. The chain’s furthest hop, Dry Tortugas National Park, lies a further 70 miles west of Key West across open water.

Florida Keys Yacht Charter Enquire

Enquire about a Florida Keys yacht charter to receive current yacht availability, seasonal guidance and expert insight into the cruising areas, anchorages and experiences that best fit your preferred style of charter, creating a clearer route to the right itinerary.

Charter Guide

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Florida Keys Yacht Charter Itineraries

The Week Unfolds
Across Florida Keys, each itinerary reveals a different rhythm, from lively ports and waterfront towns to secluded anchorages, island escapes and stretches of coastline best discovered from the sea. Together, they create a more layered way to explore, with every route shaped by the places, experiences and moments found along the way.

Florida Keys Must See & Do

The anchorages, experiences and places that define a yacht charter in Florida Keys, and the ones worth building your itinerary around.
Top Anchorages

Rodriguez Key
Boot Key Harbor
Newfound Harbor
Garden Key
Key West Harbor

Top Things to Do

Snorkel John Pennekamp Coral Reef State Park
Dive Sombrero Reef
Explore Fort Jefferson at Dry Tortugas National Park
Kayak the backcountry at Bahia Honda State Park
Watch the sunset celebration at Mallory Square

Top Places to Visit

Key West Old Town
Bahia Honda State Park
Seven Mile Bridge
Dry Tortugas National Park
Islamorada

Florida Keys Charter Guide

Everything you need to know before chartering a yacht in Florida Keys, from the best time to visit to where to drop anchor.
When's the best time to charter the Florida Keys?

November through May brings the driest weather, lower humidity and the calmest seas, making it the most comfortable window for cruising the reef tract. Winter also draws sailfish through on their southward migration, a draw for anglers. Summer is warm and generally settled but carries the greatest risk of afternoon storms and tropical systems, so most charter guests plan around the cooler half of the year.

Which airport should we fly into for a Florida Keys charter?

Key West International Airport (EYW) serves the lower chain directly, while Florida Keys Marathon International Airport (MTH) is closer for a charter starting mid-chain. For Key Largo and the upper Keys, Miami International is usually the more practical connection, followed by a scenic drive down the Overseas Highway. All three options put a charter within easy reach of the water.

Where do yachts actually anchor in the Keys?

The Keys favour sheltered pockets behind the reef and mangrove islands over deep harbours: Rodriguez Key near Key Largo, Boot Key Harbor at Marathon and Newfound Harbor near Big Pine Key are among the most used. Key West Harbor and the more remote Garden Key at Dry Tortugas National Park round out the chain’s best-known stops, the latter reachable only after a full day’s run west from Key West.

How many days do you need to see the Florida Keys properly?

A week is enough to move at an easy pace from Key Largo to Key West, with time to snorkel the reef, fish the flats and enjoy a night or two ashore. Adding the Dry Tortugas extends a charter to ten days or more, since the crossing and return alone take the better part of two days. Shorter three or four day charters usually focus on just the upper or lower half of the chain.

Do you need a permit to visit the Dry Tortugas by yacht?

No formal permit is required to sail there, but private vessels must pay the park entry fee at the self-service station on arrival and anchor overnight only within one nautical mile of Fort Jefferson, since the surrounding waters are protected as a research natural area. Holding tanks cannot be pumped within the park, and there are no fuel or provisioning facilities, so a visit needs to be planned as a self-sufficient two-day round trip from Key West.

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