A white building with shutters, palm trees, and a lawn.

Old Town Key West Holidays from £1,098

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  • Your Old Town Key West Holiday

    Take the stress and hassle out of organising your next adventure by booking an Old Town Key West holiday package. Take in the sights and sounds of this captivating neighbourhood and enjoy what it has to offer. Wondering what to see and do during your trip to Old Town Key West? Nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are good places to begin. No matter your travel plans or the size of your budget, booking your dream Old Town Key West holiday is quick and easy with Expedia.

    The Latest Old Town Key West Holiday Packages

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    Where to stay in Old Town Key West

    Find the best Old Town Key West areas for the activities you enjoy most.

    A sunset over a coastal landscape with a small island surrounded by water.

    A coastal cityscape with a golf course and marina.

    A marina with boats docked, a clear blue sky, and buildings in the background.

    A serene landscape with a pond, palm trees, and a golf course.

    A stone pathway through a tropical forest with dense foliage and a stone wall.

    View properties in map for Stock Island

    Stock Island

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    The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

    A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

    A street with a pharmacy, a theater, and a yellow building.

    A historic building with ornate architecture, a balcony, and a coat of arms.

    A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

    View properties in map for Downtown Key West

    Downtown Key West

    While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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    A white lighthouse surrounded by lush greenery and a white picket fence.

    A large red brick building with arched windows and a prominent entrance.

    A wooden sign for Ernest Hemingway Home with admission prices and operating hours.

    A white lighthouse with a black top, surrounded by lush green trees and a clear blue sky.

    A two-story house with green shutters and a wooden balcony.

    View properties in map for Key West Historic District

    Key West Historic District

    Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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    A row of pastel-colored houses with white railings and a clear blue sky.

    A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

    A white church with a bell tower and a large arched entrance.

    A historic street with ornate buildings, including a church with twin spires and a building with a balcony.

    A person skydiving over a coastal landscape with clear turquoise waters, green vegetation, and a road.

    Photo by Ronaldo Esteves

    View properties in map for New Town

    New Town

    While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.

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    A street with a pharmacy, a theater, and a yellow building.

    A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

    A vintage red bus with 'Old Town Trolley Tours' written on it, parked on a paved area with people around.

    Photo by David Lindsey

    A large sculpture with text indicating it is the Southernmost Point of the Continental U.S.A. and 90 miles to Cuba.

    Photo by Monica Ferro

    A colorful marker labeled 'Southernmost Point' in Key West, FL, with a view of the ocean in the background.

    View properties in map for Uptown - Upper Duval

    Uptown - Upper Duval

    If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

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    Discover the most popular places to visit in Old Town Key West

    A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

    Southernmost Point

    Rating: 8.8/10 (17,214 reviews)

    Snap a memorable photograph from the edge of North America at this monumental landmark.

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    A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

    Ernest Hemingway Home and Museum

    Rating: 9.2/10 (8,543 reviews)

    Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

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    A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.

    South Beach

    Rating: 8.4/10 (5,461 reviews)

    The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.

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    A beach sign with rules and hours for Clarence S. Hughes Memorial Beach.

    Clarence S. Higgs Memorial Beach Park

    Rating: 8.4/10 (4,659 reviews)

    Pay your respects at an impressive African burial site, explore landscaped gardens or snorkel with the family at this oceanfront beach park.

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    A building with a sign reading "The Key West Butterfly & Nature Conservatory".

    Key West Butterfly and Nature Conservatory

    Rating: 9.2/10 (1,711 reviews)

    With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.

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    A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.

    Harry S. Truman Little White House

    Rating: 9.0/10 (995 reviews)

    Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

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    A white lighthouse with a black top, surrounded by lush greenery and residential buildings.

    Key West Lighthouse and Keeper's Quarters Museum

    Rating: 8.6/10 (548 reviews)

    Climb to the top of this historic lighthouse for unparalleled photo opportunities and then visit the former home of Key West’s lighthouse keepers.

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    An aquarium exhibit with fish tanks and informational displays.

    Florida Keys Eco - Discovery Center

    Rating: 8.8/10 (128 reviews)

    Learn about the area’s important marine ecology at this comprehensive attraction that addresses global environmental concerns, interesting for visitors of all ages.

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    What to do near Old Town Key West

    Aerial view of people snorkeling in Key West

    Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

    £34

    per adult

    94% of travellers recommend

    12 hours Day at Key West With Boat Tour and Snorkeling

    Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

    £51

    per adult

    82% of travellers recommend

     Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

    Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

    £41

    per adult

    86% of travellers recommend

    See all activities near Old Town Key West

    Old Town Key West Hotel Deals

    Silver Palms Inn & Historic Homes

    A swimming pool with water splashing, surrounded by palm trees and a building in the background.
    • Address: 830 Truman Ave, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 3.5/5
    • Guest rating: 9.4/10 (Exceptional, 1040 reviews)
    • Price: £180, includes taxes & fees, 2 Dec - 3 Dec
    • Review: Very central location

    Duval House

    A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
    • Address: 815 Duval St, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 3/5
    • Guest rating: 9.6/10 (Exceptional, 1139 reviews)
    • Price: £159, includes taxes & fees, 18 Nov - 19 Nov
    • Review: The room was ok fan was filthy. Smoke detector wasn’t blinking so it means it wasn’t working we rented a scooter and couldn’t park it on premises unless we paid $30 a day on top of our already expensive room and their was a parking lot on the premises that was completely empty not being used so we will not be back girl in office was rude and irrated the two times we asked her a question we will not be back either will any one we know

    Duval Gardens - Adults Only

    A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'
    • Address: 1012 Duval St, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 925 reviews)
    • Price: £150, includes taxes & fees, 8 Dec - 9 Dec
    • Review: Thank you!

    Southwinds Motel

    An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".
    • Address: 1321 Simonton Street, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 2/5
    • Guest rating: 8.6/10 (Excellent, 1408 reviews)
    • Price: £156, includes taxes & fees, 1 Dec - 2 Dec
    • Review: Nice cosy room, ice cold AC and convient bar and restauramt for food on property

    Tropical Inn

    A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.
    • Address: 812 Duval Street, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 3.5/5
    • Guest rating: 9.6/10 (Exceptional, 458 reviews)
    • Price: £142, includes taxes & fees, 15 Nov - 16 Nov
    • Review: Check in was easy, rooms was clean and the propery was great! Will stay again.

    Winslow's Bungalows - Key West Historic Inns

    A two-story building with a covered entrance, palm trees, and a bench outside.
    • Address: 725 Truman Avenue, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 1488 reviews)
    • Price: £207, includes taxes & fees, 18 Nov - 19 Nov
    • Review: Perfect for a girls trip! The beautiful bungalows feel so private and are very photogenic. The roosters walking around are actually adorable and the rooms are nice and clean. Wonderful experience! (Only suggestion is that the bartenders shouldn’t ask for room numbers out loud- have it written to prevent creeps from stalking)

    Lighthouse Hotel - Key West Historic Inns

    A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.
    • Address: 902 Whitehead St, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 3.5/5
    • Guest rating: 9/10 (Wonderful, 1000 reviews)
    • Price: £208, includes taxes & fees, 30 Nov - 1 Dec

    Heron House - Adult Only

    A wooden deck with wicker furniture, a white staircase, and a lush garden area.
    • Address: 512 Simonton St, Key West, FL, 33040, US
    • Location: Old Town Key West
    • Star rating: 3.5/5
    • Guest rating: 9.2/10 (Wonderful, 1142 reviews)
    • Price: £158, includes taxes & fees, 15 Nov - 16 Nov

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Frequently Asked Questions

    How much does an Old Town Key West travel package cost?

    Be ready to book, because a trip to Old Town Key West starts from a tempting £1,098. When you combine your hotels, flights and car rentals into a package, you'll score the lowest prices.

    If I'm not able to travel, can I cancel my Old Town Key West travel package?

    It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Old Town Key West travel package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

    How do I get a cheap travel package to Old Town Key West?

    Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a few dollars too. An Old Town Key West travel package makes it a cinch to create the perfect trip. With more than 550 airlines across the world to choose from, finding convenient flights that fit your schedule won't be a hassle. In addition to that, we have over 1,000,000 hotels globally to choose from. Now that's what you call choice. No matter who you are, Expedia can show you the world.

    Does Expedia offer Book Now, Pay Later Old Town Key West holidays?

    Your bank balance shouldn't stop you from taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

    • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If paying a little each month sounds right for you, pick this option at checkout.
    • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
    • Low deposit holidays: When you want to grab an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

    Where should I stay in Old Town Key West?

    Visitors come from all corners of the globe to see Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Old Town Key West. Book a room near these must-see attractions and visit them whenever you want.

    What are the top hotels in Old Town Key West?

    Get your trip off to a good start by locking in a room at The Gates Hotel Key West. It's one of most sought-after properties in Old Town Key West. Another welcoming option is Crowne Plaza Key West-La Concha.

    How far in advance should I book my Old Town Key West holiday?

    Search Expedia to compare international airfares as soon as possible. You can normally purchase a seat up to 12 months prior to departure. If you can't find your preferred air carrier, or you've left things to the last moment, fear not. Cheap fares to Old Town Key West sometimes appear within weeks of the date of departure.

    What does an Expedia Old Town Key West travel package include?

    Hotels, flights and a cool car for all your road trip adventures. Simply pick and choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to crafting your Old Town Key West trip, the choice is all yours!

    What should I know before booking an Old Town Key West travel package?

    You'll enjoy terrific savings when you combine your flights, hotels and rental cars into a travel package. Not only that, booking everything in one place just makes things easier. So why waste your time or money? Whether you're organising a ritzy city getaway or an affordable family break, check out our package deals today.

    Can I choose my airline with an Old Town Key West Expedia travel package?

    Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose the airline you want and craft your ideal Old Town Key West holiday.

    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.