
Historic Seaport Vacations from $1,681
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Your Historic Seaport Vacation
Make travel planning hassle-free by creating a vacation package to Historic Seaport. We'll look after the minutiae, so you can concentrate on soaking up everything this neighborhood can offer. Can't wait to head out and see the sights during your trip to Historic Seaport? Be sure to check out nearby attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia can put your plans into action. Book your ultimate Historic Seaport vacation now.
The Latest Historic Seaport Vacation Packages


The Key West Hotel
Reviewed on Oct 6, 2026

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Reviewed on Oct 17, 2025

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Reviewed on Jul 26, 2026
Where to stay in Historic Seaport

Old Town Key West
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

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.

Key West Historic District
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.

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.

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

Pier House Resort & Spa
"We have stayed at the Pier House in the past and enjoyed it. Over the years, we have tried other Vrbo’s and Hotels, but for us the Pier House is our favorite. The location, people and amenities make it the winner for us! You can’t be anymore centrally located than #1 Duval St."
Reviewed on Oct 14, 2026

La Concha Key West, Autograph Collection

Ocean Key Resort - A Noble House Resort
"The property is located in an excellent location, walking all restaurants, boats, nightlife. The vibe is island, great pool, good food and the staff is wonderful. Could use some maintenance in the rooms, but it’s pretty good. Overall, it’s a fun place!"
Reviewed on Oct 12, 2026
Stay near popular Historic Seaport attractions

Mallory Square

Key West Shipwreck Museum

Audubon House and Tropical Gardens

Mallory Dock
Key West Historic Seaport
Sails To Rails Museum at Flagler Station
Donkey Milk House
Red Barn Theater
Things to do

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

Champagne and Sunsets: A Key West Catamaran Adventure




















