Old Town Key West, FL

Key West

Key West Historic District
South Beach showing a beach, tropical scenes and general coastal views
Ernest Hemingway Home and Museum featuring interior views and a house
Florida Keys featuring a sandy beach, tropical scenes and general coastal views
Key West Historic District featuring signage

Popular places to visit

Southernmost Point featuring signage as well as a large group of people

Southernmost Point

4.5/5(3,182 reviews)

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

Southernmost Point
South Beach featuring a sandy beach and general coastal views as well as a small group of people

South Beach

4/5(980 reviews)

Head to the southernmost beach of the continental United States to relax and swim in the waters where famous writer Tennessee Williams once took his daily swim.

South Beach
Ernest Hemingway Home and Museum featuring heritage elements and a house

Ernest Hemingway Home and Museum

4.5/5(1,707 reviews)

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

Ernest Hemingway Home and Museum
Higgs Beach showing a sandy beach and tropical scenes as well as a large group of people

Clarence S. Higgs Memorial Beach Park

4/5(819 reviews)

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

Clarence S. Higgs Memorial Beach Park
Harry S. Truman Little White House showing a house

Harry S. Truman Little White House

4.5/5(834 reviews)

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

Harry S. Truman Little White House
Key West Butterfly and Nature Conservatory showing animals, zoo animals and food

Key West Butterfly and Nature Conservatory

4.5/5(760 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.

Key West Butterfly and Nature Conservatory

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

$50
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Commotion on the Ocean Sunset Sail

Key West Sunset Sail with Live Music, Drinks and Appetizers!

$80
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
12 hours Day at Key West With Boat Tour and Snorkeling

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

$27
per adult
80% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Miami to Key West Day Trip with Activities

Miami to Key West Day Trip with Activity Options

$39
per adult
82% of travellers recommend
Miami to Key West Day Trip with Activity Options
Lands End Sunset Cruise with Full Bar & Live Music

Lands End Sunset Cruise with Full Bar & Live Music

$75
per adult
90% of travellers recommend
Lands End Sunset Cruise with Full Bar & Live Music
Friends cheers with cocktails on Key West cruise

Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

$53
per adult
90% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
See all activities in Key West

Old Town Key West Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is $258 total per night from Oct 29 to Oct 30
$258 total
per night
Oct 29 - Oct 30
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,775 reviews)
"We loved thi"

Reviewed on Oct 7, 2025

Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
The price is $306 total per night from Oct 13 to Oct 14
$306 total
per night
Oct 13 - Oct 14
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (387 reviews)
"I coundt be able to enjoy the beach because the weather but looks nice"

Reviewed on Oct 8, 2025

Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
The price is $294 total per night from Oct 12 to Oct 13
$294 total
per night
Oct 12 - Oct 13
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,002 reviews)
"The receptionists were very friendly and helpful and 4 Marlins was food exquisite !"

Reviewed on Oct 3, 2025

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
The price is $143 total per night from Oct 15 to Oct 16
$143 total
per night
Oct 15 - Oct 16
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (1,163 reviews)
"Great area, amenities are great"

Reviewed on Sep 28, 2025

The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is $173 total per night from Oct 15 to Oct 16
$173 total
per night
Oct 15 - Oct 16
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,191 reviews)
"Super fun! Pool was great because it was hot. Onsite bar was very fun!!"

Reviewed on Oct 5, 2025

Southwinds Motel
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
The price is $320 total per night from Oct 12 to Oct 13
$320 total
per night
Oct 12 - Oct 13
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,003 reviews)
"The property is quite convenient to many opportunities in the area. The room was wonderful and very spacious(430). The sunset are remarkable. As long as the cruise ships are not in….."

Reviewed on Oct 3, 2025

Opal Key Resort & Marina, Key West
See all 1,332 properties in Old Town Key West
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.

Other neighborhoods around Old Town Key West

Key West Butterfly and Nature Conservatory featuring zoo animals, animals and flowers

Uptown - Upper Duval

4.5/5(72 area reviews)

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Uptown - Upper Duval
Key West featuring a marina, a coastal town and general coastal views

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Downtown Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4.5/5(4,033 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Key West Historic District
Harry S. Truman Little White House which includes a house and cycling

Bahama Village

5/5(38 area reviews)

Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Clarence S. Higgs Memorial Beach Park which includes landscape views, tropical scenes and a sandy beach

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Key West AIDS Memorial.

Casa Marina
Great location for great pictures, very nice beach

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Saint Mary Star of the Sea.

White St. Gallery
See our Where To Stay guide

Old Town Key West, FL

Choose one or more items to build your trip:

Explore a world of travel with Expedia

Explore a world of travel with Expedia