Historic Seaport

Key West

A pier with people dining under umbrellas, a sailboat in the distance, and a sunset over the water.
Two sailboats on the ocean with a sunset in the background.
A marina with boats docked, a waterfront restaurant named 'The Commodore Restaurant', and a sign indicating 'Harbor'.
A waterfront promenade with rows of sun loungers and palm trees.
A waterfront event with a crowd watching a performance.

Stay near popular Historic Seaport attractions

A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
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Things to do

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

P5,026
per adult
98% of travellers recommend
Sunset Sail in Key West with Beverages Included
Key West Champagne Sunset Sail

Champagne and Sunsets: A Key West Catamaran Adventure

P3,753
per adult
94% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

P3,863
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

P4,450
per adult
76% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

P2,582
per adult
88% of travellers recommend
Key West Conch Tour Train
Key West Jet Ski Tour – High-Speed Adventure Around the Island

Ultimate 90 minute Sea Doo Jet Ski Tour of Key West -Additional Rider Free!

P8,575
per traveler
94% of travellers recommend
Ultimate 90 minute Sea Doo Jet Ski Tour of Key West -Additional Rider Free!
See all activities in Key West

Top hotels in Historic Seaport

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
The price is P13,051 per night from Nov 29 to Nov 30
P13,051
per night
Nov 29 - Nov 30
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (514 reviews)
"Y"

Reviewed on Nov 8, 2026

La Concha Key West, Autograph Collection
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is P21,383 per night from Nov 22 to Nov 23
P21,383
per night
Nov 22 - Nov 23
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Pier House Resort & Spa
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
The price is P15,142 per night from Nov 16 to Nov 17
P15,142
per night
Nov 16 - Nov 17
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...
The Marker Key West Harbor Resort
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St. Key West FL
The price is P16,024 per night from Nov 22 to Nov 23
P16,024
per night
Nov 22 - Nov 23
Book a stay at this spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,001 reviews)
"ok"

Reviewed on Nov 6, 2026

Ocean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
The price is P15,702 per night from Dec 1 to Dec 2
P15,702
per night
Dec 1 - Dec 2
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Hyatt Centric Key West Resort and Spa
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
511 Caroline St Key West FL
The price is P13,505 per night from Nov 12 to Nov 13
P13,505
per night
Nov 12 - Nov 13
Book a stay at this historic guesthouse in Key West. Enjoy free WiFi, beach cabanas (surcharge), and a business center. Our guests praise the pool and the clean ...
Amsterdam's Curry Mansion Inn
See all 2,689 properties in Historic Seaport
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.

Where to stay in Historic Seaport

Find the best Historic Seaport areas and neighborhoods for the activities you enjoy most.
A large red brick building with arched windows and a prominent entrance.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.

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

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.

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

Key West Historic District

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

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

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

Historic Seaport