(305) 767-3672
key west to cuba arrow flag on beach
Catamaran sails to Cuba with Key West To Cuba
a hot rod parked at the beach with Key West To Cuba
a flag hangs in a Havana street with key west to Cuba charters

Key West To Cuba 

* Please be advised, as of right now the U.S Government requires U.S citizens to have special permission to visit Cuba.  Any and all U.S charters to Cuba must be approved by the U.S Government prior.

Info About Cuba Charters

Directly across the Straights of Florida from Key West lies the island of Cuba. Only 90 miles away, yet a million miles from any country you’ve ever visited. Call Key West Charter Boat or fill out a quote form. We’ll introduce you to several travel options for journeying Cuba, from single-day round trips to excursions lasting a week or longer. Or if you prefer, fill out a quote form. Either way, Charter Boat to Cuba is an experience you don’t want to miss.

State-of-the-art power yachts from Key West to Cuba allow you to spend a day wandering through plazas of Havana and be back in the United States by nightfall. For a more leisurely voyage, employ the professional services of a certified captain and sail to Cuba on a 65-foot catamaran, making stops at Matanzas, Santiago de Cuba, Cienfuegos and other culturally rich ports around the island.

Charter QUOTES

Fast RESPONSE

The beautiful beaches of Cuba with Key West to Cuba

Cuban History & Island Info

Circumnavigating Cuba has been popular since Christopher Columbus first set foot here in 1492. The famous explorer liked the tropical paradise so much, he claimed it in the name of Spain. Five centuries later, Ernest Hemingway felt the same, planting his flag and living in the outskirts of Havana for over twenty years.

On a Key West to Cuba charter boat trip, you can discover the island’s colorful history for yourself. No place in the world has quite the same blend of cultures and traditions. You’ll appreciate why Cuba’s nickname, Pearl of the Antilles, is a particularly accurate moniker. Being on Duval street is nice by why not have an authentic Cuban experience instead?

Cubas Untouched Beauty

Fortunately, Cuba still has much of the extraordinary raw beauty Columbus so appreciated— endless pristine beaches of pure white sand, sparkling turquoise waters, verdant, rugged mountains. Guided excursions into the interior can be arranged on the spur of the moment locally or planned in advance by Key West Charter Boat.

The food alone is justification enough to visit this island nation of eleven-million people. In addition to the exceptional regional fare, be sure to order the national dish of Cuba, ropa vieja. Local adaptations aside, ropa vieja is made of shredded flank steak in an aromatic tomato sauce base, served with black beans, yellow rice, plantains, and fried yuca—nearly always accompanied by beer.

The gastronomic masterpiece is both delicious and affordable, costing approximately nine Cuban pesos ($9.00 U.S. dollars) per serving. No wonder so many people return to Cuba year after year for vacation.

Ernest Hemingways Secret Retreat

Hemingway journeyed to Cuba for several reasons, not least of which was the world-class fishing. The warm waters of the Gulf Stream flow the entire length of the island’s north side, attracting spectacular Sailfish, Black Fin Tuna, Mahi Mahi, Wahoo, and a diverse assortment of other sport fish.

Key West Charter Boat can put you in the fighting chair of a sport fishing yacht trolling Cuban waters in a matter of a few hours. Surprisingly, Key West to Cuba distance is substantially shorter than Miami’s proximity to the Bahamas. Journey to the southern coast of this internationally acclaimed fishing destination and you’ll be in the Caribbean Sea, where the daily catch could easily include mammoth Tiger and Hammerhead sharks.

Gallery

More Cuba Charter Info...

Cuban Culture

No Key West to Cuba trip would be complete without spending at least a day in Havana. Once a playground for the rich and famous, Hollywood starlets and business tycoons were found here nightly, gambling in casinos and taking in a show at the world-famous Tropicana Nightclub. Havana in the 1950s was an “anything goes” town of fame and occasional infamy. Today the high life has disappeared, old-world charm lingers.

Stroll the streets of Old Havana and you’ll feel a mixture of cultural influences that are uniquely Cuban, from the conservative architecture of a Spanish cathedral to plazas lined with brightly colored building facades. Stop along the way and sample some of the city’s famous street food, including Tostones—deep-fried plantains served with a variety of dipping sauces.

Any walk through Old Havana is sure to pass under clotheslines strung between apartment buildings and have an encounter with at least one vintage 1950s-era Ford or Chevy automobile, still in operational condition and often used as taxis.

The Richness Of Cuban Culture

In Cuba, music feels like it’s a religion of its own, as sacred and loved. Some of the finest musicians you’ll ever hear can be found playing in places like Plaza Vieja and Plaza de Armas. So do what the locals do: sit, enjoy a cup of Cuban coffee, and partake in a little people watching.

Whether you travel from Key West to Cuba on a Hemingway excursion, fishing expedition, or simply to tour and experience a magnificent jewel of the Caribbean, you’ll discover Cuban citizens to be welcoming and engaging. For additional information about Key West to Cuba trips, either by sea or day trips by Air Key West, call Key West Charter Boat today.

Our Cuba Charter was absolutely stunning, to say the least.   We took our boat all over Cuba, visited fabulous beaches & explored local villages. Amazing.

Jaime Lane

Key West To Cuba

* Please be advised, as of right now the U.S Government requires U.S citizens to have special permission to visit Cuba.  Any and all U.S charters to Cuba must be approved by the U.S Government prior.

Info About Cuba Charters

Directly across the Straights of Florida from Key West lies the island of Cuba. Only 90 miles away, yet a million miles from any country you’ve ever visited. Call Key West Charter Boat or fill out a quote form. We’ll introduce you to several travel options for journeying Cuba, from single-day round trips to excursions lasting a week or longer. Or if you prefer, fill out a quote form. Either way, Charter Boat to Cuba is an experience you don’t want to miss.

State-of-the-art power yachts from Key West to Cuba allow you to spend a day wandering through plazas of Havana and be back in the United States by nightfall. For a more leisurely voyage, employ the professional services of a certified captain and sail to Cuba on a 65-foot catamaran, making stops at Matanzas, Santiago de Cuba, Cienfuegos and other culturally rich ports around the island.

CHARTER QUOTES

Fast RESPONSE

The beautiful beaches of Cuba with Key West to Cuba

Cuban History & Island Info

Circumnavigating Cuba has been popular since Christopher Columbus first set foot here in 1492. The famous explorer liked the tropical paradise so much, he claimed it in the name of Spain. Five centuries later, Ernest Hemingway felt the same, planting his flag and living in the outskirts of Havana for over twenty years.

On a Key West to Cuba charter boat trip, you can discover the island’s colorful history for yourself. No place in the world has quite the same blend of cultures and traditions. You’ll appreciate why Cuba’s nickname, Pearl of the Antilles, is a particularly accurate moniker. Being on Duval street is nice by why not have an authentic Cuban experience instead?

Cubas Untouched Beauty

Fortunately, Cuba still has much of the extraordinary raw beauty Columbus so appreciated— endless pristine beaches of pure white sand, sparkling turquoise waters, verdant, rugged mountains. Guided excursions into the interior can be arranged on the spur of the moment locally or planned in advance by Key West Charter Boat.

The food alone is justification enough to visit this island nation of eleven-million people. In addition to the exceptional regional fare, be sure to order the national dish of Cuba, ropa vieja. Local adaptations aside, ropa vieja is made of shredded flank steak in an aromatic tomato sauce base, served with black beans, yellow rice, plantains, and fried yuca—nearly always accompanied by beer.

The gastronomic masterpiece is both delicious and affordable, costing approximately nine Cuban pesos ($9.00 U.S. dollars) per serving. No wonder so many people return to Cuba year after year for vacation.

Ernest Hemingways Secret Retreat

Hemingway journeyed to Cuba for several reasons, not least of which was the world-class fishing. The warm waters of the Gulf Stream flow the entire length of the island’s north side, attracting spectacular Sailfish, Black Fin Tuna, Mahi Mahi, Wahoo, and a diverse assortment of other sport fish.

Key West Charter Boat can put you in the fighting chair of a sport fishing yacht trolling Cuban waters in a matter of a few hours. Surprisingly, Key West to Cuba distance is substantially shorter than Miami’s proximity to the Bahamas. Journey to the southern coast of this internationally acclaimed fishing destination and you’ll be in the Caribbean Sea, where the daily catch could easily include mammoth Tiger and Hammerhead sharks.

Gallery

More Cuba Charter Info...

Cuban Culture

No Key West to Cuba trip would be complete without spending at least a day in Havana. Once a playground for the rich and famous, Hollywood starlets and business tycoons were found here nightly, gambling in casinos and taking in a show at the world-famous Tropicana Nightclub. Havana in the 1950s was an “anything goes” town of fame and occasional infamy. Today the high life has disappeared, old-world charm lingers.

Stroll the streets of Old Havana and you’ll feel a mixture of cultural influences that are uniquely Cuban, from the conservative architecture of a Spanish cathedral to plazas lined with brightly colored building facades. Stop along the way and sample some of the city’s famous street food, including Tostones—deep-fried plantains served with a variety of dipping sauces.

Any walk through Old Havana is sure to pass under clotheslines strung between apartment buildings and have an encounter with at least one vintage 1950s-era Ford or Chevy automobile, still in operational condition and often used as taxis.

The Richness Of Cuban Culture

In Cuba, music feels like it’s a religion of its own, as sacred and loved. Some of the finest musicians you’ll ever hear can be found playing in places like Plaza Vieja and Plaza de Armas. So do what the locals do: sit, enjoy a cup of Cuban coffee, and partake in a little people watching.

Whether you travel from Key West to Cuba on a Hemingway excursion, fishing expedition, or simply to tour and experience a magnificent jewel of the Caribbean, you’ll discover Cuban citizens to be welcoming and engaging. For additional information about Key West to Cuba trips, either by sea or day trips by Air Key West, call Key West Charter Boat today.

Our Cuba Charter was absolutely stunning, to say the least.   We took our boat all over Cuba, visited fabulous beaches & explored local villages. Amazing.

Jaime Lane

Key West To Cuba

* Please be advised, as of right now the U.S Government requires U.S citizens to have special permission to visit Cuba.  Any and all U.S charters to Cuba must be approved by the U.S Government prior.

Info About Cuba Charters

Directly across the Straights of Florida from Key West lies the island of Cuba. Only 90 miles away, yet a million miles from any country you’ve ever visited. Call Key West Charter Boat or fill out a quote form. We’ll introduce you to several travel options for journeying Cuba, from single-day round trips to excursions lasting a week or longer. Or if you prefer, fill out a quote form. Either way, Charter Boat to Cuba is an experience you don’t want to miss.

State-of-the-art power yachts from Key West to Cuba allow you to spend a day wandering through plazas of Havana and be back in the United States by nightfall. For a more leisurely voyage, employ the professional services of a certified captain and sail to Cuba on a 65-foot catamaran, making stops at Matanzas, Santiago de Cuba, Cienfuegos and other culturally rich ports around the island.

Boat anchor

Charter QUOTES

FAST RESPONSE

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Call us

(305) 767-3672

 

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!

Boat wheel
The beautiful beaches of Cuba with Key West to Cuba
Lady with a cigar met on the Key West tour to Cuba

Cuban History & Island Info

Circumnavigating Cuba has been popular since Christopher Columbus first set foot here in 1492. The famous explorer liked the tropical paradise so much, he claimed it in the name of Spain. Five centuries later, Ernest Hemingway felt the same, planting his flag and living in the outskirts of Havana for over twenty years.

On a Key West to Cuba charter boat trip, you can discover the island’s colorful history for yourself. No place in the world has quite the same blend of cultures and traditions. You’ll appreciate why Cuba’s nickname, Pearl of the Antilles, is a particularly accurate moniker. Being on Duval street is nice by why not have an authentic Cuban experience instead?

Cubas Untouched Beauty

Fortunately, Cuba still has much of the extraordinary raw beauty Columbus so appreciated— endless pristine beaches of pure white sand, sparkling turquoise waters, verdant, rugged mountains. Guided excursions into the interior can be arranged on the spur of the moment locally or planned in advance by Key West Charter Boat.

The food alone is justification enough to visit this island nation of eleven-million people. In addition to the exceptional regional fare, be sure to order the national dish of Cuba, ropa vieja. Local adaptations aside, ropa vieja is made of shredded flank steak in an aromatic tomato sauce base, served with black beans, yellow rice, plantains, and fried yuca—nearly always accompanied by beer.

The gastronomic masterpiece is both delicious and affordable, costing approximately nine Cuban pesos ($9.00 U.S. dollars) per serving. No wonder so many people return to Cuba year after year for vacation.

Ernest Hemingways Secret Retreat

Hemingway journeyed to Cuba for several reasons, not least of which was the world-class fishing. The warm waters of the Gulf Stream flow the entire length of the island’s north side, attracting spectacular Sailfish, Black Fin Tuna, Mahi Mahi, Wahoo, and a diverse assortment of other sport fish.

Key West Charter Boat can put you in the fighting chair of a sport fishing yacht trolling Cuban waters in a matter of a few hours. Surprisingly, Key West to Cuba distance is substantially shorter than Miami’s proximity to the Bahamas. Journey to the southern coast of this internationally acclaimed fishing destination and you’ll be in the Caribbean Sea, where the daily catch could easily include mammoth Tiger and Hammerhead sharks.

Our Cuba Charter was absolutely stunning, to say the least.   We took our boat all over Cuba, visited fabulous beaches & explored local villages. Amazing.

Jaime Lane

Cuban Culture

No Key West to Cuba trip would be complete without spending at least a day in Havana. Once a playground for the rich and famous, Hollywood starlets and business tycoons were found here nightly, gambling in casinos and taking in a show at the world-famous Tropicana Nightclub. Havana in the 1950s was an “anything goes” town of fame and occasional infamy. Today the high life has disappeared, old-world charm lingers.

Stroll the streets of Old Havana and you’ll feel a mixture of cultural influences that are uniquely Cuban, from the conservative architecture of a Spanish cathedral to plazas lined with brightly colored building facades. Stop along the way and sample some of the city’s famous street food, including Tostones—deep-fried plantains served with a variety of dipping sauces.

Any walk through Old Havana is sure to pass under clotheslines strung between apartment buildings and have an encounter with at least one vintage 1950s-era Ford or Chevy automobile, still in operational condition and often used as taxis.

The Richness Of Cuban Culture

In Cuba, music feels like it’s a religion of its own, as sacred and loved. Some of the finest musicians you’ll ever hear can be found playing in places like Plaza Vieja and Plaza de Armas. So do what the locals do: sit, enjoy a cup of Cuban coffee, and partake in a little people watching.

Whether you travel from Key West to Cuba on a Hemingway excursion, fishing expedition, or simply to tour and experience a magnificent jewel of the Caribbean, you’ll discover Cuban citizens to be welcoming and engaging. For additional information about Key West to Cuba trips, either by sea or day trips by Air Key West, call Key West Charter Boat today.

If you want to experience something like no other, charter a boat to Cuba.  Our trip to the island was like a step back in time, not to mention beautiful.

Sean Dunn

a hot rod at a Caribbean beach with Key West To Cuba

Charter QUOTES

FAST RESPONSE

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A Marlin Jumps Key West To Cuba offshore fishing trip
Deep Sea Fishing
Let The Battle Begin…
Man releases Permit while Flats Fishing with Key West to Cuba
Inshore Fishing
The Game Is Stealth…
A tarpon jumps with key west to cuba fishing

Custom Fishing

Custom Fishing Trips…

Key West To Cuba Overnight Charters sleeping quarters
Overnight Trips
How Long Will You Stay?
People partying with Key West To Cuba Large Charters
Large Charters
Big Group? No problem…
Key West To Cuba sailboat makes way
Sailing Charters
Ride The Wind…
Girl snorkels during a Key West To Cuba trip.
Snorkeling
Explore Our Tropical Beauty…
Man SCUBA dives during a Key West To Cuba Boat Trip
Scuba
An Underwater Discovery…
A boat cruises during a Key West To Cuba boat rental
Boat Rentals
Be Your Own Captain…
Hot rods cruise during a Key West To Cuba trip
Cuba Charters
The Forbidden Fruit…
A Dry Tortugas group snorkels during our Key West To Cuba Charters
Dry Tortugas
A National Treasure…
Boat cruises into sunset on a Key West To Cuba Sunset Cruise Trip
Sunset Cruises
Liquid Beauty…
Key West To Cuba Jet Ski rental couple cruises through tropical water.
Jet Ski Rental
High Speed Entertainment…
Man spearfishing for Mahi Mahi with Key West Boat Party
Spearfishing
Hand To Tail Combat…
People observe a glass bottom boat on a Key West to Cuba trip
Glass Bottom Boat
Under The Sea And Still Dry…
A Catamaran cruises during a Key West To Cuba Charter
Custom Charters
Built Just For You…
a man spears a lobster with Key West Lobstering Charters

Lobstering

A Deliciously Fun Time…

A Yacht Cruises During a Key West To Cuba charter.

Luxury Yachts

The Best Or Nothing…

Book Now

&

$ave 

Best Charters Best Prices

A Marlin Jumps Key West To Cuba offshore fishing trip
Deep Sea Fishing
Let The Battle Begin…
Man releases Permit while Flats Fishing with Key West to Cuba
Inshore Fishing
The Game Is Stealth…
A tarpon jumps with key west to cuba fishing

Custom Fishing

Custom Fishing Trips…

A Catamaran cruises during a Key West To Cuba Charter
Custom Charters
Built Just For You…
Key West To Cuba Overnight Charters sleeping quarters
Overnight Trips
How Long Will You Stay?
People partying with Key West To Cuba Large Charters
Large Charters
Big Group? No problem…
Key West To Cuba sailboat makes way
Sailing Charters
Ride The Wind…
A Yacht Cruises During a Key West To Cuba charter.

Luxury Yachts

The Best Or Nothing…

a man spears a lobster with Key West Lobstering Charters

Lobstering

A Deliciously Fun Time…

Girl snorkels during a Key West To Cuba trip.
Snorkeling
Explore Our Tropical Beauty…
Man SCUBA dives during a Key West To Cuba Boat Trip
Scuba
An Underwater Discovery…
A boat cruises during a Key West To Cuba boat rental
Boat Rentals
Be Your Own Captain…
Hot rods cruise during a Key West To Cuba trip
Cuba Charters
The Forbidden Fruit…
A Dry Tortugas group snorkels during our Key West To Cuba Charters
Dry Tortugas
A National Treasure…
Boat cruises into sunset on a Key West To Cuba Sunset Cruise Trip
Sunset Cruises
Liquid Beauty…
Key West To Cuba Jet Ski rental couple cruises through tropical water.
Jet Ski Rental
High Speed Entertainment…
Man spearfishing for Mahi Mahi with Key West Boat Party
Spearfishing
Hand To Tail Combat…
People observe a glass bottom boat on a Key West to Cuba trip
Glass Bottom Boat
Under The Sea And Still Dry…

Book Now

&

$ave 

Best Charters Best Prices

A Marlin Jumps Key West To Cuba offshore fishing trip
Deep Sea Fishing
Let The Battle Begin…
Man releases Permit while Flats Fishing with Key West to Cuba
Inshore Fishing
The Game Is Stealth…
A tarpon jumps with key west to cuba fishing

Custom Fishing

Custom Fishing Trips…

A Catamaran cruises during a Key West To Cuba Charter
Custom Charters
Built Just For You…
Key West To Cuba Overnight Charters sleeping quarters
Overnight Trips
How Long Will You Stay?
People partying with Key West To Cuba Large Charters
Large Charters
Big Group? No problem…
Key West To Cuba sailboat makes way
Sailing Charters
Ride The Wind…
A Yacht Cruises During a Key West To Cuba charter.

Luxury Yachts

The Best Or Nothing…

a man spears a lobster with Key West Lobstering Charters

Lobstering

A Deliciously Fun Time…

Girl snorkels during a Key West To Cuba trip.
Snorkeling
Explore Our Tropical Beauty…
Man SCUBA dives during a Key West To Cuba Boat Trip
Scuba
An Underwater Discovery…
A boat cruises during a Key West To Cuba boat rental
Boat Rentals
Be Your Own Captain…
Hot rods cruise during a Key West To Cuba trip
Cuba Charters
The Forbidden Fruit…
A Dry Tortugas group snorkels during our Key West To Cuba Charters
Dry Tortugas
A National Treasure…
Boat cruises into sunset on a Key West To Cuba Sunset Cruise Trip
Sunset Cruises
Liquid Beauty…
Key West To Cuba Jet Ski rental couple cruises through tropical water.
Jet Ski Rental
High Speed Entertainment…
Man spearfishing for Mahi Mahi with Key West Boat Party
Spearfishing
Hand To Tail Combat…
People observe a glass bottom boat on a Key West to Cuba trip
Glass Bottom Boat
Under The Sea And Still Dry…
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(305) 767-3672

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Key West Charter Boat,

3200 Harriet Ave,

Key West, FL 33040

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GEO

Key West Charter Boat,

3200 Harriet Ave,

Key West, FL 33040

United States Of America

U

OBSERVE