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Florida Keys

Key West Holidays

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CAN DO KEY WEST

A tropical beach destination with a twist, Key West holidays take the classic ‘seaside getaway’ to a whole new level. Quirky and eccentric, whilst still serving natural beauty by the bucket-load, there’s so much to love about this southern-most Key. If you’re looking for fun, excitement and adventure, you can’t go wrong with a Key West holiday.

This tiny island packs a punch. You can walk the length of the entire coastline in just a matter of hours, but with so much to see and do, there’s enough to keep you occupied for days on end. Exploring the city it a fantastic way to start your Key West holiday. Meander through the palm-lined streets, noticing the conch-style architecture and pastel-painted buildings on every corner. Then, make your way to Duval Street, where charismatic cafes, bars and art galleries share the same ‘old-school’ vibe. Or, you can squeeze in a visit to the Hemingway Home and Museum and peek inside the room where Ernest Hemingway produced some of his most-notable works.

Key West is closer to Cuba than it is Miami, so a trip to the coast will make you feel like you’re in the middle of the Caribbean. With dazzling, turquoise water and sand that matches the colour of your sun cream, the beaches here are nothing short of idyllic. Get a start on some holiday reading or simply listen to the sound of the gentle waves as you soak up the spectacular scenery. You’ll find lots of watersports in Key West, too. Whether it’s swimming, snorkelling, kitesurfing or jet-skiing, fill your day with some heart-racing activities, before heading to one of the Key’s lively bars in time for happy-hour.

There’s so much to discover across this incredible island. For more inspiration, speak to one of our Travel Specialists and start tailor-making your ideal Key West itinerary.

Things to do

History & culture

Key West Beaches

Best time to go

Things to do in Key West

No matter what you decide to do during your Key West holiday, it’s likely that you’ll become well-acquainted with Duval Street. Known for its vibrant buildings and quirky bars, it’s a central hub of things to do. Walk or take a trolley tour to soak up the street’s unique atmosphere, making sure to stop off at Sloppy Joe’s for a cold beer along the way. If you fancy seeing some incredible paintings and glass sculptures, you can pop into one of the locally-run galleries. Or, if you’re in need of some evening plans, why not visit Tropic Cinema for a retro movie-theatre experience?

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Also located on Duval Street, the Key West Butterfly and Nature Conservatory offers a tranquil oasis in the heart of the city. See a multitude of exotic birds and butterfly species as you wander past the gently-flowing waterfalls and lush flora.

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History & culture in Key West

Sitting between Bahama Village and Key West’s Historic District, the Hemingway Home and Museum is a must-do for literary enthusiasts. You can take a tour of where the prolific writer lived during the Thirties, making sure to say hello to one of the many polydactyl cats that have famously settled here. Then, step further back in time with a trip to Fort Zachary Taylor Historic State Park. Walk past cannons and gun ports as you learn all about the site’s Civil War past.

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Alternatively, there’s a more spirited history lesson to be had at the Key West First Legal Rum Distillery. You can spend some time touring the distillery and understanding the rum-making process, before sampling some of the locally-made produce.

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Key West Beaches

Not too far from the shores of Cuba, the beaches of Key West are some of the most spectacular in the United States. Dotted with palm trees and boasting impeccable ocean views, Smathers Beach is the Key’s most popular, and largest, sandy spot. Play a game of volleyball on one of the sea-side pitches, or hire a paddleboard and head out across the gentle waves. Or, if you’d rather get away from the crowds, Rest Beach is just a 20-minute walk away. Perfect for sunset strolls and afternoon picnics in the sun, it’s a great option in you’re looking for some quiet time.

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Up for an adventure? Then a day trip to Dry Tortugas National Park is just the thing. Only accessible by boat, it’s the place to go if you fancy seeing some sea turtles. Spot them swimming in the water as you scuba dive along this spotless marine park.

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Best time to visit Key West

Key West holidays offer a tropical getaway all year round. With temperatures that rarely dip below 20 °C, it’s ideal if clear skies and warm weather are your sort of thing. The most popular time to go is between January and March, with holiday-goers seeking a sunny escape from the last of the winter blues. Visit at the beginning of the season to catch the Key West Food & Wine Festival, or plan your holiday a bit later if you fancy seeing the St Patrick’s Day celebrations and parades.

Show More
Show Less

If you’re after quieter beaches and snorkelling hotspots to yourself, why not take a trip to the Keys in April? Although technically the low season, there are plenty of activities going on and you’ll still be avoiding the hurricane season that runs from June to November.

Show More
Show Less

Things to do

Things to do in Key West

No matter what you decide to do during your Key West holiday, it’s likely that you’ll become well-acquainted with Duval Street. Known for its vibrant buildings and quirky bars, it’s a central hub of things to do. Walk or take a trolley tour to soak up the street’s unique atmosphere, making sure to stop off at Sloppy Joe’s for a cold beer along the way. If you fancy seeing some incredible paintings and glass sculptures, you can pop into one of the locally-run galleries. Or, if you’re in need of some evening plans, why not visit Tropic Cinema for a retro movie-theatre experience?

Show More
Show Less

Also located on Duval Street, the Key West Butterfly and Nature Conservatory offers a tranquil oasis in the heart of the city. See a multitude of exotic birds and butterfly species as you wander past the gently-flowing waterfalls and lush flora.

Show More
Show Less

History & culture

History & culture in Key West

Sitting between Bahama Village and Key West’s Historic District, the Hemingway Home and Museum is a must-do for literary enthusiasts. You can take a tour of where the prolific writer lived during the Thirties, making sure to say hello to one of the many polydactyl cats that have famously settled here. Then, step further back in time with a trip to Fort Zachary Taylor Historic State Park. Walk past cannons and gun ports as you learn all about the site’s Civil War past.

Show More
Show Less

Alternatively, there’s a more spirited history lesson to be had at the Key West First Legal Rum Distillery. You can spend some time touring the distillery and understanding the rum-making process, before sampling some of the locally-made produce.

Show More
Show Less

Key West Beaches

Key West Beaches

Not too far from the shores of Cuba, the beaches of Key West are some of the most spectacular in the United States. Dotted with palm trees and boasting impeccable ocean views, Smathers Beach is the Key’s most popular, and largest, sandy spot. Play a game of volleyball on one of the sea-side pitches, or hire a paddleboard and head out across the gentle waves. Or, if you’d rather get away from the crowds, Rest Beach is just a 20-minute walk away. Perfect for sunset strolls and afternoon picnics in the sun, it’s a great option in you’re looking for some quiet time.

Show More
Show Less

Up for an adventure? Then a day trip to Dry Tortugas National Park is just the thing. Only accessible by boat, it’s the place to go if you fancy seeing some sea turtles. Spot them swimming in the water as you scuba dive along this spotless marine park.

Show More
Show Less

Best time to go

Best time to visit Key West

Key West holidays offer a tropical getaway all year round. With temperatures that rarely dip below 20 °C, it’s ideal if clear skies and warm weather are your sort of thing. The most popular time to go is between January and March, with holiday-goers seeking a sunny escape from the last of the winter blues. Visit at the beginning of the season to catch the Key West Food & Wine Festival, or plan your holiday a bit later if you fancy seeing the St Patrick’s Day celebrations and parades.

Show More
Show Less

If you’re after quieter beaches and snorkelling hotspots to yourself, why not take a trip to the Keys in April? Although technically the low season, there are plenty of activities going on and you’ll still be avoiding the hurricane season that runs from June to November.

Show More
Show Less

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Knowledge

Between them, our travel advisors can boast almost 800 years of holiday expertise.

Ease

Our tailor-made packages make it easy for you to discover more of the world.

Value

Whether you're looking for luxury or simplicity, we've got the perfect holiday for you.

Trust

Travelbag is fully protected by ATOL and ABTA, so your booking is completely secure.

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