Key West Yacht Rentals
Book Key West Yacht Charters
Key West yacht rentals are the very definition of luxury. Whether you’re aboard a 45-foot catamaran cruising Key West harbor or sailing the entire Florida archipelago to Key Largo on a 200-footer, every comfort and amenity is provided. From family vacation Key West Sunset to corporate retreat, there’s a size and design of yacht that’s perfect for your needs.
Call Key West Charter Boat or fill out a quote form. We’ll make all of the arrangements for a boating experience you and your guests won’t soon forget.
Catamarans & Motoryachts
If you’re looking for a luxury cat, you’ll find a wide variety to choose from, with hull lengths ranging from 38-feet to over 65. A sailing catamaran’s unique combination of roominess, stability, and speed make it the number one yachting choice in the keys. Cats are available in both sail and power versions with our Florida Keys yacht charters. Both are fully outfitted for luxurious cruising, including air-conditioned salons and berths, multiple heads with showers, and fully-equipped gourmet galleys.
Charter QUOTES
Fast RESPONSE
The Ultimate Florida Keys Vacation
A catamaran’s wide beam and versatility make it the perfect key west boat rental for family vacations. With so much room for storing paddle boards, snorkeling equipment, kayaks, and inner tubes, everyone can bring their favorite form of fun. A cat is also the ideal platform to throw a sunset cruise party for friends and colleagues, with room for over 30.
Whether you bareboat or hire a captain and crew for our day sails, you’ll discover the greatest luxury of all is freedom. When you sail from Key West on a private yacht, the world falls away in your wake, crowds become nonexistent, time gets lost in the waves. It’s just you, your party, and the wide-open sea.
From horizon to horizon there’s an entirely new world to discover, one filled with wildlife and adventure. To port, a flight of pelicans might be skimming the white caps in search of a meal. On your starboard side, dolphins play a game of hide and seek, popping up here and there, eliciting shouts of joy from all on board. With every mile sailed, the stresses of work evaporate in the tropical air.
Entertain On A Key West Yacht Charter
If ever there was a perfect setting for entertaining clients, it’s on a motor yacht in South Floridas Key West. Take your most valued customers on a sportfishing excursion and let them test their skills on the deck space and in the fighting chair. The Florida Straights are famous for Sailfish, Shark, Black Fin Tuna and a dozen other species of fighting fish. With the warm waters of the Gulf Stream flowing between the keys and Cuba, the area offers some of the best angling in the world.
Sport fishers can be every bit as luxurious as cruising yachts, with all of the amenities your clientele would expect, including leather and teak furniture, state-of-the-art entertainment systems, carpeted salons, full bars and more. Just say the word and we’ll have a private chef aboard, ready to turn the catch of the day into a platter of the freshest sushi imaginable.
Corporate Event Charters & Parties
Key West yacht rentals are the go-to choice of experienced corporate event planners around the country. There’s something about tropical breezes and the motion of water that just can’t be equaled by hotels or convention centers. Hold your next outing of friends and families on a multi-deck luxury yacht and it will be hard to go back to land-based events. Whether it’s an elegant dinner cruise, a company awards ceremony, or fun-for- all jet ski party, the versatility of an ocean-going yacht is unmatched.
Call Key West Charter Boat or fill out a quote form. With our wealth experience and local knowledge, we’ll make the entire event effortless, from arranging on-board entertainment and catering to setting up water sports activities. All-inclusive packages are available on yachts that accommodate up to 300 guests, or as few as ten.
Gallery
More Yachting Info...
Yacht Charters Reimagined
A Key West yacht charter takes you to some of the most beautiful aquatic environments in the United States. Designated a national marine sanctuary, the lower Florida keys host an almost limitless variety of fish, birds, and mammals. Anchor your rental boat at one of a thousand secluded spots and spend an afternoon snorkeling or scuba diving among the brightly colored tropical fish.
Seven miles south of Key West you’ll find the world’s third-largest barrier reef, with its own unique underwater ecosystem. A short sail up the island chain will bring you to Bahia honda key, where miniature key deer can be seen roaming the state park. As their name implies, miniature key deer are native to the Florida Keys and found nowhere else in the world.
Key West Yacht Scuba & Snorkel Charters
If it’s an adventure you’re looking for, have the yacht’s captain take you to the many shipwrecks located all around Key West. Some lie in shallow water and are easily reached by snorkelers. Others will require scuba gear, like the USS Vandenberg.
A former World War II troop transport ship, the Vandenberg was scuttled south of Key West in 2009, forming the second-largest intentionally sunk artificial reef in the world. Rising from the seafloor 140 feet down, the superstructure of the Vandenberg lies just 50 feet below the surface, making the wreck accessible to nearly all levels of scuba divers.
Florida Keys Destinations Untouched
70 miles due west lie the Dry Tortugas, a group of islands first explored by Ponce de Leon in 1513, and one of the most popular destinations for Key West yacht rentals. So impressed by the abundance of sea turtles in the area, Ponce de Leon named the islands Las Tortugas, The Turtles. (“Dry” was added later when it was discovered the islands had no fresh-water springs). On your own private yacht charter, you can explore Las Tortugas’ famous coral reefs and sandy beaches at your leisure.
Designated a national park in 1935, special permits are required to camp overnight on the islands, but day trips via ferry or private yacht are easily made from Key West. While Ponce de Leon never found what he was looking for (The Fountain of Youth), you’re sure to discover the restorative and relaxing powers of the islands’ aqua blue waters and radiant sunshine. And when you’re here, don’t forget to visit Fort Jefferson, a massive fortress built by the Army Corp of Engineers years before the Civil War.
Key West Yachts Fully Provisioned
Located between the Gulf of Mexico and the Atlantic Ocean, Key West is the perfect staging point for voyages both short and long. Provisioning your yacht for a cruise is simply a matter of visiting the local supermarkets or sending a shopping list ahead of time. Your boat will be fully stocked and ready to go when you arrive, allowing you the freedom to get underway quickly and easily.
If you are bareboating, allow time for a full review of the boat’s operation systems, including sail handling, docking procedures, navigation and communication equipment, and all safety gear. Plan on a couple of hours for this very important portion of your trip. Experience in sailing boats of equal size and type is required, so don’t forget to bring the appropriate licenses or certificates, if applicable.
Gateway To The Caribbean
Located so close to the Caribbean, it’s not uncommon for Key West yacht rentals to visit international ports of call. Head southwest and the Yucatan peninsula is a week charter. Due East lie the Bahamas. From there it’s a game of hopscotch, island to island, country to country, down the Caribbean archipelago. Near or far, if you bareboat, you’ll need to file a sail plan with your charter company, including all ports you plan to visit. Of course, changes can be made en route so long as you keep the company notified.
Key West is one of the most romantic places in the world for a destination wedding. The island’s famously spectacular sunsets offer the perfect backdrop for saying “I do”. There’s only one thing that could make it better: holding your reception aboard an equally spectacular Key West yacht rentals. All-inclusive reception cruises are available for wedding parties as large as 300 guests.
Planning Your Wedding Or Event
For such a big and important event, you probably don’t know where to begin, so talk to us. Key West Charter Boat will book your dream yacht, complete with captain, crew and wedding planner. Customize your reception exactly the way you always imagined it, from floral arrangements to food & beverage menus to the perfect song for the bride and groom’s first dance.
Key West yacht rentals can be chartered for as little as an hour or as long as several weeks. Knowing the size and nature of your party will help make the selection process faster and easier, so please take a minute to fill out a quote form. Some of the larger yachts are in constant demand, so the earlier we know your reservation dates the better.
If you have questions, please don’t hesitate to give us a call or use the live chat feature on our website. With years of local knowledge to draw upon, our goal isn’t to simply book you a yacht. It’s to match you with the perfect yacht for your needs and make it unforgettable.
It was our parents 50th anniversary, we wanted to do something special. Chartering a yacht in Key West was hands down the best choice we could have made. Our parents loved it and our memories will last a lifetime.
Key West Yacht Rentals
Book Key West Yacht Charters
Key West yacht rentals are the very definition of luxury. Whether you’re aboard a 45-foot catamaran cruising Key West harbor or sailing the entire Florida archipelago to Key Largo on a 200-footer, every comfort and amenity is provided. From family vacation Key West Sunset to corporate retreat, there’s a size and design of yacht that’s perfect for your needs.
Call Key West Charter Boat or fill out a quote form. We’ll make all of the arrangements for a boating experience you and your guests won’t soon forget.
Catamarans & Motoryachts
If you’re looking for a luxury cat, you’ll find a wide variety to choose from, with hull lengths ranging from 38-feet to over 65. A sailing catamaran’s unique combination of roominess, stability, and speed make it the number one yachting choice in the keys. Cats are available in both sail and power versions with our Florida Keys yacht charters. Both are fully outfitted for luxurious cruising, including air-conditioned salons and berths, multiple heads with showers, and fully-equipped gourmet galleys.
CHARTER QUOTES
Fast RESPONSE
The Ultimate Florida Keys Vacation
A catamaran’s wide beam and versatility make it the perfect key west boat rental for family vacations. With so much room for storing paddle boards, snorkeling equipment, kayaks, and inner tubes, everyone can bring their favorite form of fun. A cat is also the ideal platform to throw a sunset cruise party for friends and colleagues, with room for over 30.
Whether you bareboat or hire a captain and crew for our day sails, you’ll discover the greatest luxury of all is freedom. When you sail from Key West on a private yacht, the world falls away in your wake, crowds become nonexistent, time gets lost in the waves. It’s just you, your party, and the wide-open sea.
From horizon to horizon there’s an entirely new world to discover, one filled with wildlife and adventure. To port, a flight of pelicans might be skimming the white caps in search of a meal. On your starboard side, dolphins play a game of hide and seek, popping up here and there, eliciting shouts of joy from all on board. With every mile sailed, the stresses of work evaporate in the tropical air.
Entertain On A Key West Yacht Charter
If ever there was a perfect setting for entertaining clients, it’s on a motor yacht in South Floridas Key West. Take your most valued customers on a sportfishing excursion and let them test their skills on the deck space and in the fighting chair. The Florida Straights are famous for Sailfish, Shark, Black Fin Tuna and a dozen other species of fighting fish. With the warm waters of the Gulf Stream flowing between the keys and Cuba, the area offers some of the best angling in the world.
Sport fishers can be every bit as luxurious as cruising yachts, with all of the amenities your clientele would expect, including leather and teak furniture, state-of-the-art entertainment systems, carpeted salons, full bars and more. Just say the word and we’ll have a private chef aboard, ready to turn the catch of the day into a platter of the freshest sushi imaginable.
Corporate Event Charters & Parties
Key West yacht rentals are the go-to choice of experienced corporate event planners around the country. There’s something about tropical breezes and the motion of water that just can’t be equaled by hotels or convention centers. Hold your next outing of friends and families on a multi-deck luxury yacht and it will be hard to go back to land-based events. Whether it’s an elegant dinner cruise, a company awards ceremony, or fun-for- all jet ski party, the versatility of an ocean-going yacht is unmatched.
Call Key West Charter Boat or fill out a quote form. With our wealth experience and local knowledge, we’ll make the entire event effortless, from arranging on-board entertainment and catering to setting up water sports activities. All-inclusive packages are available on yachts that accommodate up to 300 guests, or as few as ten.
Gallery
More Yachting Info...
Yacht Charters Reimagined
A Key West yacht charter takes you to some of the most beautiful aquatic environments in the United States. Designated a national marine sanctuary, the lower Florida keys host an almost limitless variety of fish, birds, and mammals. Anchor your rental boat at one of a thousand secluded spots and spend an afternoon snorkeling or scuba diving among the brightly colored tropical fish.
Seven miles south of Key West you’ll find the world’s third-largest barrier reef, with its own unique underwater ecosystem. A short sail up the island chain will bring you to Bahia honda key, where miniature key deer can be seen roaming the state park. As their name implies, miniature key deer are native to the Florida Keys and found nowhere else in the world.
Key West Yacht Scuba & Snorkel Charters
If it’s an adventure you’re looking for, have the yacht’s captain take you to the many shipwrecks located all around Key West. Some lie in shallow water and are easily reached by snorkelers. Others will require scuba gear, like the USS Vandenberg.
A former World War II troop transport ship, the Vandenberg was scuttled south of Key West in 2009, forming the second-largest intentionally sunk artificial reef in the world. Rising from the seafloor 140 feet down, the superstructure of the Vandenberg lies just 50 feet below the surface, making the wreck accessible to nearly all levels of scuba divers.
Florida Keys Destinations Untouched
70 miles due west lie the Dry Tortugas, a group of islands first explored by Ponce de Leon in 1513, and one of the most popular destinations for Key West yacht rentals. So impressed by the abundance of sea turtles in the area, Ponce de Leon named the islands Las Tortugas, The Turtles. (“Dry” was added later when it was discovered the islands had no fresh-water springs). On your own private yacht charter, you can explore Las Tortugas’ famous coral reefs and sandy beaches at your leisure.
Designated a national park in 1935, special permits are required to camp overnight on the islands, but day trips via ferry or private yacht are easily made from Key West. While Ponce de Leon never found what he was looking for (The Fountain of Youth), you’re sure to discover the restorative and relaxing powers of the islands’ aqua blue waters and radiant sunshine. And when you’re here, don’t forget to visit Fort Jefferson, a massive fortress built by the Army Corp of Engineers years before the Civil War.
Key West Yachts Fully Provisioned
Located between the Gulf of Mexico and the Atlantic Ocean, Key West is the perfect staging point for voyages both short and long. Provisioning your yacht for a cruise is simply a matter of visiting the local supermarkets or sending a shopping list ahead of time. Your boat will be fully stocked and ready to go when you arrive, allowing you the freedom to get underway quickly and easily.
If you are bareboating, allow time for a full review of the boat’s operation systems, including sail handling, docking procedures, navigation and communication equipment, and all safety gear. Plan on a couple of hours for this very important portion of your trip. Experience in sailing boats of equal size and type is required, so don’t forget to bring the appropriate licenses or certificates, if applicable.
Gateway To The Caribbean
Located so close to the Caribbean, it’s not uncommon for Key West yacht rentals to visit international ports of call. Head southwest and the Yucatan peninsula is a week charter. Due East lie the Bahamas. From there it’s a game of hopscotch, island to island, country to country, down the Caribbean archipelago. Near or far, if you bareboat, you’ll need to file a sail plan with your charter company, including all ports you plan to visit. Of course, changes can be made en route so long as you keep the company notified.
Key West is one of the most romantic places in the world for a destination wedding. The island’s famously spectacular sunsets offer the perfect backdrop for saying “I do”. There’s only one thing that could make it better: holding your reception aboard an equally spectacular Key West yacht rentals. All-inclusive reception cruises are available for wedding parties as large as 300 guests.
Planning Your Wedding Or Event
For such a big and important event, you probably don’t know where to begin, so talk to us. Key West Charter Boat will book your dream yacht, complete with captain, crew and wedding planner. Customize your reception exactly the way you always imagined it, from floral arrangements to food & beverage menus to the perfect song for the bride and groom’s first dance.
Key West yacht rentals can be chartered for as little as an hour or as long as several weeks. Knowing the size and nature of your party will help make the selection process faster and easier, so please take a minute to fill out a quote form. Some of the larger yachts are in constant demand, so the earlier we know your reservation dates the better.
If you have questions, please don’t hesitate to give us a call or use the live chat feature on our website. With years of local knowledge to draw upon, our goal isn’t to simply book you a yacht. It’s to match you with the perfect yacht for your needs and make it unforgettable.
It was our parents 50th anniversary, we wanted to do something special. Chartering a yacht in Key West was hands down the best choice we could have made. Our parents loved it and our memories will last a lifetime.




Key West Yacht Rentals
Book Key West Yacht Charters
Key West yacht rentals are the very definition of luxury. Whether you’re aboard a 45-foot catamaran cruising Key West harbor or sailing the entire Florida archipelago to Key Largo on a 200-footer, every comfort and amenity is provided. From family vacation Key West Sunset to corporate retreat, there’s a size and design of yacht that’s perfect for your needs.
Call Key West Charter Boat or fill out a quote form. We’ll make all of the arrangements for a boating experience you and your guests won’t soon forget.
Catamarans & Motoryachts
If you’re looking for a luxury cat, you’ll find a wide variety to choose from, with hull lengths ranging from 38-feet to over 65. A sailing catamaran’s unique combination of roominess, stability, and speed make it the number one yachting choice in the keys. Cats are available in both sail and power versions with our Florida Keys yacht charters. Both are fully outfitted for luxurious cruising, including air-conditioned salons and berths, multiple heads with showers, and fully-equipped gourmet galleys.

Charter QUOTES
FAST RESPONSE
call us

(305) 783-2430
Have questions? Want immediate answers? Our expert staff is standing by 24hrs a day 7 days a week to answer all your Key West charter questions. Call now!

The Ultimate Florida Keys Vacation
A catamaran’s wide beam and versatility make it the perfect key west boat rental for family vacations. With so much room for storing paddle boards, snorkeling equipment, kayaks, and inner tubes, everyone can bring their favorite form of fun. A cat is also the ideal platform to throw a sunset cruise party for friends and colleagues, with room for over 30.
Whether you bareboat or hire a captain and crew for our day sails, you’ll discover the greatest luxury of all is freedom. When you sail from Key West on a private yacht, the world falls away in your wake, crowds become nonexistent, time gets lost in the waves. It’s just you, your party, and the wide-open sea.
From horizon to horizon there’s an entirely new world to discover, one filled with wildlife and adventure. To port, a flight of pelicans might be skimming the white caps in search of a meal. On your starboard side, dolphins play a game of hide and seek, popping up here and there, eliciting shouts of joy from all on board. With every mile sailed, the stresses of work evaporate in the tropical air.
Entertain On A Key West Yacht Charter
If ever there was a perfect setting for entertaining clients, it’s on a motor yacht in South Floridas Key West. Take your most valued customers on a sportfishing excursion and let them test their skills on the deck space and in the fighting chair. The Florida Straights are famous for Sailfish, Shark, Black Fin Tuna and a dozen other species of fighting fish. With the warm waters of the Gulf Stream flowing between the keys and Cuba, the area offers some of the best angling in the world.
Sport fishers can be every bit as luxurious as cruising yachts, with all of the amenities your clientele would expect, including leather and teak furniture, state-of-the-art entertainment systems, carpeted salons, full bars and more. Just say the word and we’ll have a private chef aboard, ready to turn the catch of the day into a platter of the freshest sushi imaginable.
Corporate Event Charters & Parties
Key West yacht rentals are the go-to choice of experienced corporate event planners around the country. There’s something about tropical breezes and the motion of water that just can’t be equaled by hotels or convention centers. Hold your next outing of friends and families on a multi-deck luxury yacht and it will be hard to go back to land-based events. Whether it’s an elegant dinner cruise, a company awards ceremony, or fun-for- all jet ski party, the versatility of an ocean-going yacht is unmatched.
Call Key West Charter Boat or fill out a quote form. With our wealth experience and local knowledge, we’ll make the entire event effortless, from arranging on-board entertainment and catering to setting up water sports activities. All-inclusive packages are available on yachts that accommodate up to 300 guests, or as few as ten.

It was our parents 50th anniversary, we wanted to do something special. Chartering a yacht in Key West was hands down the best choice we could have made. Our parents loved it and our memories will last a lifetime.
Yacht Charters Reimagined
A Key West yacht charter takes you to some of the most beautiful aquatic environments in the United States. Designated a national marine sanctuary, the lower Florida keys host an almost limitless variety of fish, birds, and mammals. Anchor your rental boat at one of a thousand secluded spots and spend an afternoon snorkeling or scuba diving among the brightly colored tropical fish.
Seven miles south of Key West you’ll find the world’s third-largest barrier reef, with its own unique underwater ecosystem. A short sail up the island chain will bring you to Bahia honda key, where miniature key deer can be seen roaming the state park. As their name implies, miniature key deer are native to the Florida Keys and found nowhere else in the world.
Key West Yacht Scuba & Snorkel Charters
If it’s an adventure you’re looking for, have the yacht’s captain take you to the many shipwrecks located all around Key West. Some lie in shallow water and are easily reached by snorkelers. Others will require scuba gear, like the USS Vandenberg.
A former World War II troop transport ship, the Vandenberg was scuttled south of Key West in 2009, forming the second-largest intentionally sunk artificial reef in the world. Rising from the seafloor 140 feet down, the superstructure of the Vandenberg lies just 50 feet below the surface, making the wreck accessible to nearly all levels of scuba divers.
Florida Keys Destinations Untouched
70 miles due west lie the Dry Tortugas, a group of islands first explored by Ponce de Leon in 1513, and one of the most popular destinations for Key West yacht rentals. So impressed by the abundance of sea turtles in the area, Ponce de Leon named the islands Las Tortugas, The Turtles. (“Dry” was added later when it was discovered the islands had no fresh-water springs). On your own private yacht charter, you can explore Las Tortugas’ famous coral reefs and sandy beaches at your leisure.
Designated a national park in 1935, special permits are required to camp overnight on the islands, but day trips via ferry or private yacht are easily made from Key West. While Ponce de Leon never found what he was looking for (The Fountain of Youth), you’re sure to discover the restorative and relaxing powers of the islands’ aqua blue waters and radiant sunshine. And when you’re here, don’t forget to visit Fort Jefferson, a massive fortress built by the Army Corp of Engineers years before the Civil War.
Key West Yachts Fully Provisioned
Located between the Gulf of Mexico and the Atlantic Ocean, Key West is the perfect staging point for voyages both short and long. Provisioning your yacht for a cruise is simply a matter of visiting the local supermarkets or sending a shopping list ahead of time. Your boat will be fully stocked and ready to go when you arrive, allowing you the freedom to get underway quickly and easily.
If you are bareboating, allow time for a full review of the boat’s operation systems, including sail handling, docking procedures, navigation and communication equipment, and all safety gear. Plan on a couple of hours for this very important portion of your trip. Experience in sailing boats of equal size and type is required, so don’t forget to bring the appropriate licenses or certificates, if applicable.
We chartered a yacht out of Key West to the Dry Tortugas. The whole experience was absolutely amazing. Top notch!
Gateway To The Caribbean
Located so close to the Caribbean, it’s not uncommon for Key West yacht rentals to visit international ports of call. Head southwest and the Yucatan peninsula is a week charter. Due East lie the Bahamas. From there it’s a game of hopscotch, island to island, country to country, down the Caribbean archipelago. Near or far, if you bareboat, you’ll need to file a sail plan with your charter company, including all ports you plan to visit. Of course, changes can be made en route so long as you keep the company notified.
Key West is one of the most romantic places in the world for a destination wedding. The island’s famously spectacular sunsets offer the perfect backdrop for saying “I do”. There’s only one thing that could make it better: holding your reception aboard an equally spectacular Key West yacht rentals. All-inclusive reception cruises are available for wedding parties as large as 300 guests.
Planning Your Wedding Or Event
For such a big and important event, you probably don’t know where to begin, so talk to us. Key West Charter Boat will book your dream yacht, complete with captain, crew and wedding planner. Customize your reception exactly the way you always imagined it, from floral arrangements to food & beverage menus to the perfect song for the bride and groom’s first dance.
Key West yacht rentals can be chartered for as little as an hour or as long as several weeks. Knowing the size and nature of your party will help make the selection process faster and easier, so please take a minute to fill out a quote form. Some of the larger yachts are in constant demand, so the earlier we know your reservation dates the better.
If you have questions, please don’t hesitate to give us a call or use the live chat feature on our website. With years of local knowledge to draw upon, our goal isn’t to simply book you a yacht. It’s to match you with the perfect yacht for your needs and make it unforgettable.

Charter QUOTES
FAST RESPONSE
Gallery
Book Now
&
$ave
Best Charters Best Prices
Book Now
&
$ave
Best Charters Best Prices
Luxury Yachts
The Best Or Nothing…
Lobstering
A Deliciously Fun Time…
Book Now
&
$ave
Best Charters Best Prices
Luxury Yachts
The Best Or Nothing…
Lobstering
A Deliciously Fun Time…

NAVIGATOR
Call Us
(305) 783-2430
GEO
Key West Charter Boat,
3200 Harriet Ave,
Key West, FL 33040
United States Of America
OBSERVE
GEO
Key West Charter Boat,
3200 Harriet Ave,
Key West, FL 33040
United States Of America