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Key West, FL

At the Southernmost tip of the United States, just 90 miles from Cuba, is the quirky, artsy Island of Key West. Set amongst crystal blue waters, the picturesque town is full of historic inns, local boutiques, rustic oceanside seafood restaurants and bars on every corner.

Juan Ponce de Leon officially discovered the town in 1521, and it became a U.S. territory in 1821. During the 1800's, Key West was a great shipping port, exporting sponges, salt and turtle meat. 

In 1912, Henry Flagler extended the Overseas Railroad to Key West, and Key West was officially “discovered.” By 1926, Pan American Airlines was founded to fly visitors to Havana, Cuba, and tourism was in full swing. U.S. Presidents, writers, and artists, such as Harry Truman, Tennessee Williams and Ernest Hemingway, flocked to Key West to enjoy the warm weather and the relaxed island lifestyle.

In the 1930s, Ernest Hemingway lived in town where he wrote Islands in the Stream. Today, one can visit Hemingway’s home and a host of other historic places. Plus, enjoy ocean adventures, strolling the winding streets and the famous Key Lime pie.



  • Having a drink at Ernest Hemingway's favorite bars
  • The artsy, anything-goes Island vibe
  • Wandering the historic streets and seaports filled with shops and restaurants
  • The freshly caught seafood and homemade key lime pie - available everywhere
  • Staying in a beautifully preserved historic inn filled with original antiques
  • Visiting Hemingways House where his epic novels were written
  • Enjoying a break from the sun at a beachside cafe


  • The Key West International Airport is only a 15 minutes from town.
  • Once in town, you can explore on foot or by moped, bike or golf cart available near the airport and many in town locations
  • The main street in Key West is Duvall Street - great place to start exploring 
  • Casual, relaxed clothing is the norm
  • Bars and restaurants are open late
  • Summers are hot and humid, so dress in light clothing
  • Companies offering water sports and activities can be found near Duvall Street closest to Mallory Square.

Getting There


​​Getting to Key West by charter flight is quick and easy. Key West International Airport (KEYW) is only a 43 minutes from Miami Executive Airport (KTMB). Once in Key West, take a quick 15 minute taxi or Uber to the center of of town. 

We offer Standard Charter Flights on your schedule. To purchase your charter flight, simply Schedule Your Flight, receive your E-mail Confirmation with your approved itinerary and price, and purchase. It's that easy.

CHARTER PRICE:  $2,032 one way drop-off or same evening return, $4,065 Round Trip. Price includes entire aircraft up to 9 passengers


Palm Beach - Key West

SINGLE SEAT PRICES: $239 one way, $478 Round Trip



Miami Executive Airport is located about 35 minutes Southwest of Miami Beach and a quick taxi or Uber ride from Miami International. 

For more information, call us at 561.906.7153 or Flights@JetsetPrivateAir.com

36 Hours in Key West

Courtesy The New York Times

Where to go

Just 43 minutes after departing Miami, you will land on the tropical island paradise of Key West affectionately known as the Conch Republic. As you depart your aircraft, savor the warm, breezy air as you head to your next adventure. 

Taxis await outside the airport to take you into town, or choose a quick Uber, which usually arrive within minutes. The Old Town of Key West - the historic part of town - is a short 15 minute drive. 

Start on the famous Duval street at Mallory Square - a hub of shops, restaurants, and historic sites. While there, book an afternoon adventure on the water  -   jet skiing, snorkeling, parasailing, eco-tours, private charters or sunset cruise at one of the many kiosks lining the street - such as Fury

Stop for a mid-morning breakfast at Two Friends Patio Restaurant, a Key West icon since 1967 - set in an old saloon from 1886 - enjoy a local speciality of  Key Lime Stuffed French Toast with fresh squeezed orange juice.   Legend has it that when Mel Fisher discovered a treasure chest from the Atocha - filled with gold and treasure worth over $450 million - he brought it to Two Friends where he sat at the bar to have a drink...

Follow the gold to the Mel Fisher Museum, where you can view the treasure from the sunken Spanish ships first hand, as for hundreds of years, ships would run a ground on the shallow coral reefs surrounding the Island of Key West.

Just around the corner, stop in at Key Lime Pie Bakery and experience an authentic slice of Key West famous Key Lime pie. All the pies are homemade daily and come in a variety of variations - including Coconut Key Lime pie - my favorite!

Just around the corner, take a step back to the 1840s to the world of a maritime pilot and master wrecker in mid-19th century Key West -  the grand home that is now known as the Audubon House and Tropical Gardens was built by Captain John Huling Geiger as a residence for his family, who lived there for more than a century.  Take a tour of the perfectly preserved home and gardens, and stop by the shop to see original, hand-colored life-sized bird prints Audubon prints.

The next must see stop is the illustrious writer Ernest Hemingway's home, where he lived for more than 10 years and wrote some of his most famous novels!

After a morning of history, make your way to the historic seaport for lunch. On your way, experience authentic Cuban coffee at the Cuban Coffee Queen

Wander the historic seaport, and enjoy a freshly caught seafood lunch - specialities include Key West pink shrimp, stone crabs, oysters and snapper. Choose from amongst the many seafood restaurants, bars and shacks.

After lunch, wander down the famous Duval street to the Southernmost Point of the Continental United States. Take a photo and post on Instragram! Have a drink at the beachside cafe, before heading off to Smathers Beach to spend the afternoon.

Just make sure to return to Mallory Square just before sunset to enjoy the festivities and Key West celebrates the glorious fiery sun setting with drinks, bar bites, music and festivities.

As the sun sets, Key West's incredible nightlife begins. Start the evening at one of Key West's historic bars, topped off by a world-class restaurant. Then, explore Key West's winding streets and hotspots into the early hours of the morning... 

Ocean Key Resort & Spa

Courtesy of the Ocean Key Resort & Spa

Where to Stay

Ocean Key Resort & Spa

Ocean Key Resort & Spa, Key West, Charter flights

Uber Chic, Ulta Modern Luxury Hotel 

$$ - $$$$

TripAdvisor Certificate of Excellence 2104 


Hotel Website | Map

Hotel Reservations


The Reach, A Waldorf

The Reach Key West, A Waldorf Astoria Resort, Key West, charter flights

Relaxed Modern Luxury Hotel on the Beach 
$$$ - $$$$
AAA Award Winner
Hotel Website | Map
Hotel Reservations​

Marquesa Hotel Key West

Marquesa Hotel Key West, Key West, charter flights

Grand Historic Inn in the Heart of Key West

$$ - $$$

TripAdvisor Traveler's Choice Award 2015


Hotel Website | Map

Hotel Reservations


Where to Eat

Louis Backyard

Louis Backyard, Key West, FL, charter flights, restaurant

Louis Backyard

In Town 

Gourmet Cuisine in Enchanting Waterfront Setting - Key West Favorite
TripAdvisor Certificate of Excellence

700 Waddell Avenue


TripAdvisor | Website | MAP | MENU | $$$$ ​

Fisherman's Cafe

Fisherman's Cafe, Key West, FL, restaurant

​​Fisherman's Cafe

Seafood Stand at the Historic Seaport

A Local Favorite Since the 1970s for Authentic Key West Seafood

TripAdvisor Certificate of Excellence

205 Elizabeth Street


TripAdvisor | Website | MAP | MENU | $-$$

Key Lime Pie Bakery

Key West Pie Bakery, Key West, FL. Charter flights

​​Key Lime Pie Bakery

Old Town Key West

Classic Key West Key Lime Pies in Every Flavor, Charming Store

TripAdvisor Certificate of Excellence 

410 Greene Street


TripAdvisor | Website | MAP

MENU | $ 

Southernmost House, Key West. JetsetPrivate Air Experiences. Charter flights JetsetPrivateAir.com

Key West Private Air Evenings

Classic Evening of Culture + Oceanside Cocktails + World-Class Cuisine

Private Air Evenings in Key West, FL. Oceanside Cocktails. Charter flights JetsetPrivateAir.com

Just 8 dinner guests will fly private to Key West for an enchanting evening of Oceanside cocktails at the historic inn, a dose of history,  followed by an exclusive 8-course Signature Tasting dinner at one of Key West's finest  


Eco-Cocktail Tasting + Signature Sustainable Seafood Dinner

JetsetPrivate Air Eco-Cocktail Evening in Key West. Private Air Experiences. JetsetPrivateAir.com

Be immersed in an evening eco-cocktails + locally-harvested seafood tasting dinner. Experience the classic Cuban Mojito at Key West’s first rum distillery, followed by eco-cocktails made with locally-sourced farm fresh fruits 


Key West Oceanside Sunset Yoga + Cocktails + Signature Dinner

An Evening of Sunset Yoga and dinner in Key West Experience.  Charter flights JetsetPrivateAir.com

Guests will unwind with sunset yoga on the beautiful palm-treelined beaches of Key West, followed by blissful oceanside cocktails at a historic oceanfront inn and farm-to-table inspired menu of local specialities 


Key West Your Way - The Entire Aircraft - For the Evening - Just for You

JetsetPrivate Air charter flights. Charter flights for an evening in Key West. JetsetPrivateAir.com

It’s all yours. Charter the aircraft for the evening - explore the Island culture, taste the local specialties and wander the picturesque streets. Trip includes: Round trip flight incl. taxes + fees (Dep. 4:00 pm, Ret. Miami by 12:00 am) for up to 9 passengers, premium in-flight drinks and gourmet snacks, gift bag including maps, restaurants and places to see and photos to last a lifetime. 

Island Hopping Adventure

Island Hopping Adventure

JetsetPrivate Air Island Hopping Adventure. Charter flights to experience the islands. Florida

Explore the Florida Keys on a specially curated Island Adventure. Your Journey will take you on a airboat safari through the natural wonders of the rustic Everglades, lunch at a riverside outpost for world-famous stone crabs. Depart for Middle Keys, for snorkeling the reefs or fly fishing for tailing bone fish, land in Key West in time for relaxed cocktails and dinner. And the next day…depart for your next adventure to Bimini, Bahamas... 

Getting Around

There is a multitude of options for getting around Key West. From Key West International Airport (KPBI), take a taxi, Uber or a moped into town. The town is about 15 minutes from the airport, and there are plenty of taxis at the airport. A taxi will cost about $8 - $10 per person plus tip. Alternatively, there are moped, bike and golf cart rentals near the airport, and at in town locations.

Once in town, walk, bike or moped around town. Start at on Duvall Street and explore the shop, restaurants and galleries. Then, wander the side streets to find new places to explore around every corner.

Key Lime Taxi | Key West, FL | 305.395.8385 | Website


Top Key West Hotels | TripAdvisor | Expedia  

Top Key West Restaurants | TripAdvisor | OpenTable

Top Key West Activities | TripAdvisor

For more information, contact us at 561.906.7153 or Flights@JetsetPrivateAir.com.  

Key West, FL. JetsetPrivate Air Experiences. Fly private to Key West. JetsetPrivateAir.com

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JetsetPrivate Air

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