Historic Seaport Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Where to stay in Historic Seaport

Find the best Historic Seaport areas and neighborhoods for the activities you enjoy most. Learn more about Historic Seaport
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Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(66 area reviews)

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 Ernest Hemingway Home and Museum.

Find hotels in Key West Historic District

Top hotels in Historic Seaport

Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is S$434 per night from 1 Dec to 2 Dec
S$434
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,006 reviews)
"Liked: Hotel was in a perfect location. Rooms were comfortable and clean. Hotel staff was friendly and attended to our needs. Disliked: Pool and hot tub area could’ve been open longer."

Reviewed on 23 Nov,2024

Pier House Resort & Spa
La Concha Key West
La Concha Key West
4 out of 5
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is S$438 per night from 25 Nov to 26 Nov
S$438
includes taxes & fees
25 Nov - 26 Nov
7.8/10 Good! (1,120 reviews)
"I stay here most times that I'm in Key West. Last year during the remodel was a rough time and not a pleasant experience. But this visit, seeing the transformation of the hotel, it is absolutely beautiful. The staff was amazing also."

Reviewed on 19 Nov,2024

La Concha Key West
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3 out of 5
420 Margaret Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is S$241 per night from 25 Nov to 26 Nov
S$241
includes taxes & fees
25 Nov - 26 Nov
7.6/10 Good! (985 reviews)
"Everything was Amazing,except por one or the staff at the check in,she was really rude, and not friendly at all,the property lovely and clean and perfect"

Reviewed on 13 Nov,2024

NYAH Key West - Adults Only
See all 2,872 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.

Frequently asked questions

How much does a Historic Seaport holiday package cost?
Our Historic Seaport holiday packages, which begin at just , are the easiest way to save. Handpick your preferred flights, hotels and rental cars to create your perfect trip.
How do I get a cheap travel package to Historic Seaport?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got everything you need. Choose a combination that suits you and see your savings pile up. Of course, a package deal is never a one-size-fits-all. That’s why we offer over 550 partner airlines and 1,000,000 properties globally, which lets you customize your Historic Seaport adventure.
Where should I stay in Historic Seaport?
Take the leg work out of sightseeing by staying just around the corner from Historic Seaport’s fantastic attractions. Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens are two which top many visitors’ bucket lists.
What are the top hotels in Historic Seaport?
Curry House and Ocean Key Resort - A Noble House Resort are among the most well-known properties in Historic Seaport. Why not take a look at the amenities and facilities at each and then decide?
How far in advance should I book my Historic Seaport holiday?
While not all air carriers release ticket prices early, you can usually compare international airfares on Expedia up to a year in advance. This is when you’ll nab some incredible deals. If you’re purchasing tickets last minute, you may still be in luck. Sometimes the cheapest prices become available just weeks prior to departure.
What does an Expedia Historic Seaport travel package include?
With Expedia, you can choose any combination of flights, car rentals and hotels to build your ideal Historic Seaport package. Once you’ve made your booking, you can add on the fun things like activities and tours. Remember — the more you bundle, the greater the savings!
What should I know before booking a Historic Seaport travel package?
So many places to wander around, so many things to see and do. With a travel package, you’ll be able to cross more of them off your list. Bundle your flights, hotels and rental cars and get ready to save.
Can I choose my airline with a Historic Seaport Expedia holiday package?
With a holiday package, you’re the boss. Whether you’re looking to fly to Historic Seaport in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Historic Seaport holiday package?
Don’t worry if you’re rethinking your Historic Seaport holiday package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know your circumstances can suddenly change, so make your way to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

Popular places to visit

Mallory Square

Mallory Square

4/5(36 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.

Mallory Square
Key West Shipwreck Museum showing street scenes

Key West Shipwreck Museum

4/5(2 reviews)

This interactive museum is home to unbelievable relics pulled from the bottom of the sea and a watchtower with views across the Gulf of Mexico.

Key West Shipwreck Museum

Things to do

Aerial view of people snorkeling in Key West

Morning Coral Reef Snorkel With Mimosas & Breakfast

S$62
Per adult
90% of travellers recommend
Morning Coral Reef Snorkel With Mimosas & Breakfast
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Key West Dolphin Watch Sunset Sail w/ Tapas Pairing

S$106
Per adult
94% of travellers recommend
Key West Dolphin Watch Sunset Sail w/ Tapas Pairing
The Dark Side of Key West Adults Only Walking Tour

The Dark Side of Key West Adults Only Walking Tour

S$47
Per adult
100% of travellers recommend
The Dark Side of Key West Adults Only Walking Tour
See all activities in Key West

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.