
Historic Seaport Holidays from £2,393
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Your Historic Seaport Holiday
Take the fuss out of organising your next escape with a Historic Seaport holiday package. Immerse yourself in the sights and sounds of this wonderful neighbourhood and enjoy everything it has to offer. Your trip to Historic Seaport wouldn't be complete without seeing major attractions nearby such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia will help you turn your ideal Historic Seaport holiday into reality, no matter your travel plans or budget.

Southernmost Beach Resort and Guesthouses
Reviewed on 8 Oct 2026

The Key West Hotel
Reviewed on 6 Oct 2026

The Marker Key West Harbor Resort
Reviewed on 6 Oct 2026


Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Reviewed on 26 Mar 2026
Where to stay in Historic Seaport

Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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

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.

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.

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

Pier House Resort & Spa
"Guest BEWARE, didn't think there would be a surcharge, but there was. A total of $262. and no one said anything. When we checked in and the asked for a credit card, I asked why, they said for unexpectedly occurred charges, nothing about surcharges. So PLEASE beware"
Reviewed on 7 Oct 2026

La Concha Key West, Autograph Collection
"A beautiful hotel, but we found the staff lacking. We arrived early and were told we would receive an update when we could check in. We went back after check in time and they forgot to give us our breakfast credit. We also prepaid for breakfast as part of our reservation but it was for a limited ..."
Reviewed on 8 Oct 2026

Ocean Key Resort - A Noble House Resort
Frequently asked questions
How much does a Historic Seaport travel package cost?
If I'm not able to travel, can I cancel my Historic Seaport travel package?
How do I get a cheap travel package to Historic Seaport?
Does Expedia offer Book Now, Pay Later Historic Seaport holidays?
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying a little each month sounds right for you, choose this option at checkout.
- Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.
Where should I stay in Historic Seaport?
What are the top hotels in Historic Seaport?
How far in advance should I book my Historic Seaport holiday?
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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
Red Barn Theater
Donkey Milk House
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

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

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.









