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Joshua S.
2 hours ago
Amazing yacht rental experience. Ben was great on board, helpful, friendly and on top of everything. Everything went perfect, and the jet skis were superior. Will definitely be back.
Sleep Aboard, From Key Largo to Key West
Florida Keys Overnight Yacht Charter
A private liveaboard charter down the island chain, from a single overnight to Key Largo to a multi-day run to Key West. Sleep on the boat, captain and crew included, no passport needed.
Captain and crew aboard every night. Domestic trip, no passport required.
AS SEEN IN
PRIVATE LIVEABOARD CHARTERS FROM SOUTH FLORIDA
The Keys Over One Night or Several
A Florida Keys overnight charter is a fully crewed liveaboard trip that cruises down the island chain over one or more nights instead of a single day on the water. The yacht is your accommodation the whole way, so there are no island hotels to book and no luggage to move. Every trip departs from a deep-water marina in Miami or Fort Lauderdale, private to your group and sized from a single overnight to a full week.
Because the Keys are home water, there is no passport, no customs, and no crossing to clear. The captain simply times each passage south around the forecast: Key Largo and Islamorada first in the Upper Keys, Marathon in the middle, and Key West at the end of a longer route. Provisioning, route planning, and anchoring are handled by the crew, so you wake up at a new spot each morning with nothing to arrange.
An overnight or multi-day Keys charter is quoted per trip. The vessel, the number of nights, how far down the chain you go, the group size, and add-ons such as a private chef and an open bar all factor in. Share your dates and islands via WhatsApp and we build the quote.
Florida Keys Liveaboard Fleet
Yachts With Cabins for Overnight Keys Trips
Yachts with the cabins and range for a night or more aboard down the island chain. Captain and crew on every booking. Vessel suitability is confirmed for your route and group size before the charter dates are locked.
WHAT TO EXPECT
How an Overnight Keys Charter Works
An overnight Keys charter is a liveaboard trip down the island chain, not a single day out. Here is what every trip includes, from the marina in Florida to the last anchorage before the run home.
PLAN YOUR TRIPSLEEP ON THE BOAT
Your Cabin Is Your Room for Every Night of the Trip
A Florida Keys overnight charter is a liveaboard trip. Your private cabin doubles as your room for every night aboard, so there are no island hotels to book and no luggage to move between stops. Your group unpacks once at the South Florida departure marina and wakes up at a new anchorage down the island chain each morning, whether the trip runs a single overnight or a full multi-day route to Key West.
FLEXIBLE 1 TO 5+ NIGHTS
Sized From a Single Overnight to a Full Week
The trip flexes to the islands you want to reach. A single overnight, a 24-hour charter, suits a first run down to Key Largo or Islamorada. Two to three nights reaches Marathon and the Middle Keys. Key West and the Lower Keys need three nights or more, and a full week gives the widest range and the most relaxed pace down the whole chain.
DOMESTIC, NO PASSPORT
The Keys Are Home Water, So You Just Cast Off
Unlike a Bahamas crossing, the Florida Keys are part of the United States, so an overnight or multi-day Keys charter is entirely domestic. There is no passport, no customs, and no cruising permit to arrange. The captain simply times each passage down the island chain around the marine forecast, and your group is on the water the moment you board.
PROVISIONING INCLUDED
Food, Drinks, and Supplies Loaded Before You Leave the Dock
Everything for the nights aboard is arranged in advance. Crown Yachts Miami coordinates full trip provisioning through the onboard catering team and private chef service. Meals, beverages, ice, and daily supplies for the whole itinerary are loaded in Florida. An open bar package and custom decoration for a milestone trip are available.
ROUTE PLANNING
A Custom Keys Itinerary Built Around Your Group
Every overnight and multi-day itinerary is planned before you board. The captain maps the island order, the passage timing, and the anchorages around your dates, group, and interests, from the reefs of Key Largo to the sunset scene in Key West.Snorkel stops, beach days, and fishing runs are slotted in where they fit the route best.
CAPTAIN HANDLES EVERYTHING
Navigation, Anchoring, and the Shallow Water Managed by the Crew
The Keys are famously shallow, threaded with reef and flats, so local knowledge matters. The captain and crew handle all navigation, choose the safe overnight anchorages, and manage the boat while you sleep. You step aboard, settle in, and leave the run down the island chain to the people who know the water.
DEPARTURE POINTS
Miami and Fort Lauderdale Departure Marinas
Overnight Keys trips depart from deep-water marinas in Miami and Fort Lauderdale. We assign the departure point closest to where your group is staying for the shortest run down the chain.
Select a marina to see the location
Crandon Park Marina
Key Biscayne, Miami
On the eastern shore of Key Biscayne, this is the closest Miami departure point to the run south. Vessels drop into Biscayne Bay and head straight down toward Key Largo, making it the natural start for an overnight or multi-day trip into the upper Keys.
Miami's largest marina, in the sheltered waterfront neighborhood of Coconut Grove. The southern approach from Dinner Key takes vessels straight down Biscayne Bay toward the upper Keys, a convenient start for guests staying south of downtown before an overnight trip.
At the southern tip of Miami Beach beside Government Cut. A popular departure for larger overnight vessels, with an easy run out of the channel and down the coast toward the island chain.
The best-known marina in Fort Lauderdale, on Seabreeze Boulevard at Fort Lauderdale Beach. A natural Fort Lauderdale start for an overnight run down to the Keys, clearing Port Everglades before heading south along the coast.
A deep-water mega-yacht marina on the Intracoastal at the 17th Street Causeway near Rio Vista, minutes from the Port Everglades inlet. A natural Fort Lauderdale departure for the larger vessels used on longer multi-day Keys itineraries.
View Key Biscayne yacht charters- Crandon Park MarinaKey Biscayne, MiamiOn the eastern shore of Key Biscayne, this is the closest Miami departure point to the run south. Vessels drop into Biscayne Bay and head straight down toward Key Largo, making it the natural start for an overnight or multi-day trip into the upper Keys.Key Biscayne yacht charters
- Dinner Key MarinaCoconut Grove, MiamiMiami's largest marina, in the sheltered waterfront neighborhood of Coconut Grove. The southern approach from Dinner Key takes vessels straight down Biscayne Bay toward the upper Keys, a convenient start for guests staying south of downtown before an overnight trip.Coconut Grove yacht charters
- Miami Beach MarinaSouth Beach, MiamiAt the southern tip of Miami Beach beside Government Cut. A popular departure for larger overnight vessels, with an easy run out of the channel and down the coast toward the island chain.Miami Beach yacht charters
- Bahia Mar Yachting CenterFort Lauderdale BeachThe best-known marina in Fort Lauderdale, on Seabreeze Boulevard at Fort Lauderdale Beach. A natural Fort Lauderdale start for an overnight run down to the Keys, clearing Port Everglades before heading south along the coast.Harbor Beach yacht charters
- Pier Sixty-Six Marina17th Street, Fort LauderdaleA deep-water mega-yacht marina on the Intracoastal at the 17th Street Causeway near Rio Vista, minutes from the Port Everglades inlet. A natural Fort Lauderdale departure for the larger vessels used on longer multi-day Keys itineraries.Rio Vista yacht charters
BOOKING PROCESS
How to Plan an Overnight Keys Charter
01
Share Your Dates, Islands, and Group Size
Contact us via WhatsApp with your preferred travel window, how many nights you have in mind, how far down the chain you want to go, and how many guests will be aboard. We respond with available overnight vessels and a route recommendation matched to your group and timeline.
02
Receive an Overnight Vessel Shortlist
We send a curated list of yachts with the cabins and range for a liveaboard trip, sized to your group and route. Options range from the Lazzara LSX 75 and Azimut 105 to the Azimut 116 and Pershing GTX 116. Each option lists cabin count and passenger capacity for the nights aboard.
03
Plan the Route and Number of Nights
We finalize the island order and the length of the trip: a single overnight to Key Largo, a two-night Islamorada and Marathon run, or a longer route all the way to Key West and back. The captain times each passage down the chain around the marine forecast so the days on the water stay comfortable.
04
Arrange Provisioning and Add-Ons
Overnight trips are provisioned before departure. We coordinate with the private chef on menus and dietary requirements, confirm the beverage package, and arrange any celebration setup for a milestone trip aboard.
05
Confirm with a Deposit and Receive Your Charter Agreement
Secure the vessel and dates with a deposit. You receive a full charter agreement covering the marina address, boarding time, captain contact, provisioning confirmation, and the complete route with everything included. The captain monitors the marine forecast and confirms the departure window ahead of the trip.
06
Board, Cruise, and Sleep Aboard the Keys
Board at the South Florida marina with everything already loaded, cast off with no passport or customs to arrange, and settle into the liveaboard rhythm. Each morning the vessel moves to a new anchorage down the chain, and the crew handles navigation, meals, and anchoring the whole way. See the full range of trips on the Florida Keys charters hub.
WHERE YOU WILL ANCHOR
Islands on an Overnight Route
An overnight or multi-day charter strings several islands into one liveaboard route down the chain, from a single night at Key Largo to a full run to Key West. Each trip is built around the islands you want and the nights you have.
Select an island to see where it is
Key Largo
Overnight / 1 NightKey Largo is the closest island to South Florida and the usual first stop on an overnight trip. The diving capital of the world, it fronts the John Pennekamp reef, with calm bays for a first night at anchor. Most overnight charters spend a night here before turning home or pushing farther down the chain. See the Key Largo charter.
Islamorada, the sportfishing capital of the world, sits a little farther down the Upper Keys. Tarpon and sailfish grounds, the sandbars off Robbie's Marina, and easy anchorages make it a favorite overnight or second-night stop. See the Islamorada charter.
Marathon is the heart of the Middle Keys and the natural overnight stop on the way to Key West. Sombrero Reef, quiet anchorages, and full marina services make it a comfortable resupply point midway through a multi-day route. See the Marathon charter.
Bahia Honda in the Lower Keys is home to one of the most famous beaches in the state, with clear shallow water and a sandy bottom that make it a standout anchorage. It is a common last overnight stop before the final run into Key West. See the Bahia Honda charter.
Key West is the southernmost point and the reward at the end of a multi-day route, roughly 130 miles from South Florida. Duval Street, the sunset scene at Mallory Square, and the Dry Tortugas beyond make it the highlight of a longer trip. Too far for a single day on the water, Key West is done as an overnight or multi-day charter. See the Key West charter.
- Key LargoOvernight / 1 NightKey Largo is the closest island to South Florida and the usual first stop on an overnight trip. The diving capital of the world, it fronts the John Pennekamp reef, with calm bays for a first night at anchor. Most overnight charters spend a night here before turning home or pushing farther down the chain. See the Key Largo charter.
- Islamorada1-2 NightsIslamorada, the sportfishing capital of the world, sits a little farther down the Upper Keys. Tarpon and sailfish grounds, the sandbars off Robbie's Marina, and easy anchorages make it a favorite overnight or second-night stop. See the Islamorada charter.
- Marathon2-3 NightsMarathon is the heart of the Middle Keys and the natural overnight stop on the way to Key West. Sombrero Reef, quiet anchorages, and full marina services make it a comfortable resupply point midway through a multi-day route. See the Marathon charter.
- Bahia HondaOvernight StopBahia Honda in the Lower Keys is home to one of the most famous beaches in the state, with clear shallow water and a sandy bottom that make it a standout anchorage. It is a common last overnight stop before the final run into Key West. See the Bahia Honda charter.
- Key West3+ NightsKey West is the southernmost point and the reward at the end of a multi-day route, roughly 130 miles from South Florida. Duval Street, the sunset scene at Mallory Square, and the Dry Tortugas beyond make it the highlight of a longer trip. Too far for a single day on the water, Key West is done as an overnight or multi-day charter. See the Key West charter.
PLAN YOUR KEYS TRIP
Ready to Sleep Aboard the Keys?
Tell us your dates, how many nights you have, how far down the chain you want, and your group size. We recommend a vessel, build the liveaboard itinerary, and quote the trip. Everything from the Florida marina to the last anchorage is handled.
MESSAGE ON WHATSAPPFLORIDA KEYS OVERNIGHT YACHT CHARTER
A Liveaboard Trip Down the Chain: One Night to a Full Week
Crown Yachts Miami runs private, crewed liveaboard charters down the Florida Keys from Miami and Fort Lauderdale. Every trip is fully private and managed from first inquiry to the last anchorage before the run home.
Liveaboard the Keys: One Vessel, Several Islands
A new anchorage every morning
An overnight Keys charter turns the island chain into one continuous route. Your group boards once in South Florida and each morning the vessel moves to a new anchorage. Crown Yachts Miami operates private yachts with the cabins and range for a liveaboard trip, departing from Key Biscayne or the nearest marina to your group.
Provisioning and Route Planning: Everything Loaded Before You Leave
Nothing to arrange once you board
Meals, beverages, ice, and daily supplies for the nights aboard are loaded before departure in Florida, with a private chef and open bar service available. The captain plans the island order and each passage around the marine forecast, so the days on the water stay short and the anchorages come at the right pace.
Home Water, No Border: Just Board and Cast Off
A fully domestic trip
Unlike a Bahamas charter, the Keys are part of the United States, so there is no passport, no customs, and no cruising permit to arrange. The captain and crew stay with the vessel the whole way, handling navigation, anchoring, and the shallow water while you sleep. All you carry is what you would pack for any weekend away.
Sized to Your Trip: From One Night to a Full Week
The route flexes to the islands you want
A single overnight covers Key Largo or Islamorada, two to three nights reaches Marathon and Bahia Honda, and three or more opens up Key West and the Lower Keys. Prefer to keep it short and local? Compare a Key Largo day trip, or browse the wider Florida Keys fleet.
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FAQ
Florida Keys Overnight Charter FAQ
- What is a Florida Keys overnight yacht charter?
- A Florida Keys overnight yacht charter is a fully crewed, private liveaboard trip of one or more nights, departing from South Florida and cruising down the island chain. Your group has exclusive use of the vessel and all cabins, and the yacht is your accommodation each night at anchor. It differs from a Key Largo day trip because you sleep aboard and can reach the Middle and Lower Keys, all the way to Key West.
- Can I sleep on the boat in the Florida Keys?
- Yes. Sleeping aboard is the whole point of an overnight Keys charter. Each guest has a private cabin, and the yacht stays at a safe anchorage or a marina slip overnight while the crew manages the boat. You fall asleep on the water and wake up somewhere new down the island chain, with no hotel to check into along the way.
- Do I need a passport for a Florida Keys overnight charter?
- No. The Florida Keys are part of the United States, so an overnight or multi-day Keys charter is entirely domestic. There is no passport, no customs, and no cruising permit to arrange, unlike a Bahamas crossing. You just board in Miami or Fort Lauderdale and cast off.
- How many nights do I need for a Florida Keys charter?
- It depends on how far down the chain you want to go. A single overnight, a 24-hour charter, works for Key Largo or Islamorada in the Upper Keys. Two to three nights reaches Marathon and the Middle Keys. Key West and the Lower Keys need three nights or more, and a full week allows the most relaxed pace down the whole chain. We match the number of nights to the islands you want to reach.
- What is the difference between an overnight and a multi-day Keys charter?
- They are the same trip, sized differently. An overnight charter is a single night aboard, ideal for Key Largo or Islamorada. A multi-day charter is two or more nights, which is what it takes to reach Marathon, Bahia Honda, and Key West. Both are the same fully crewed liveaboard format from South Florida, so a one-night trip or a full multi-day route is booked right here.
- What is included in a Florida Keys overnight charter?
- Every trip includes a licensed captain and professional crew, fuel for the planned route, all navigation and safety equipment, and overnight anchoring or a marina slip. Full provisioning, a private chef, open bar service, watersports gear, and celebration decoration are available as add-ons and loaded before departure from Florida.
- How much does a Florida Keys overnight yacht charter cost?
- An overnight or multi-day Keys charter is quoted per trip rather than at a fixed rate, because the total depends on the vessel, the number of nights, how far down the chain you go, the group size, and add-ons such as a private chef and open bar. Share your dates, the islands you want, and your group size via WhatsApp and we build a quote tailored to your trip. Browse the fleet.
- Which islands can I reach on an overnight Keys charter?
- Key Largo and Islamorada are the closest and suit a single overnight. Marathon and the Middle Keys suit two to three nights. Bahia Honda makes a scenic last stop, and Key West is the highlight of a three-night or longer route. The itinerary is built around where you want to go and how many nights you have aboard.
- Where do overnight Keys charters depart from?
- Our overnight and multi-day Keys charters depart from deep-water marinas in Miami and Fort Lauderdale. In Miami the closest departures to the run south are Crandon Park on Key Biscayne and Dinner Key in Coconut Grove, with Miami Beach Marina for larger vessels. In Fort Lauderdale, Bahia Mar and Pier Sixty-Six sit minutes from the Port Everglades inlet. We recommend the departure point closest to where your group is staying.
- What is the best time of year for an overnight Keys charter?
- The Keys are a year-round destination, with the calmest seas and driest weather generally from late fall through spring. Winter brings comfortable temperatures and clear water, while summer offers warm water and long days. The captain always times each passage down the chain around the marine forecast, so the days on the water stay comfortable whatever the season.
Ready to Charter a Yacht Overnight in the Keys?
A private liveaboard trip down the island chain, sized to your time. Tell us your dates, the islands you want, and your group size. We recommend a vessel, build the itinerary, and handle everything from the Florida marina to the last anchorage.
Captain and crew aboard every night Key Largo to Key West One night to a full week 5.0 Google rating
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