Historic Seaport Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Old Town Key West

Old Town Key West

3 out of top 10 points of interest in this area
5/5(6 area reviews)

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

Find hotels in Old Town 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
Fully refundableReserve now, pay when you stay
The price is 5.507.568 ₫ per night from 25 May to 26 May
5.507.568 ₫
7.085.395 ₫ total
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (396 reviews)
"We love staying here it’s so close to everything!"

Reviewed on 18 May 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
Fully refundableReserve now, pay when you stay
The price is 7.570.402 ₫ per night from 25 May to 26 May
7.570.402 ₫
10.354.754 ₫ total
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (1,125 reviews)
"Over the last 10 years, we have stayed at the Pier House several times . The location is perfectly located near all of the fun of Duval but off the road enough for it to be a quiet, tropical oasis. The private beach with chairs, umbrellas and towel service is fantastic! Oceanside food and drink service ..."

Reviewed on 18 May 2026

Pier House Resort & Spa
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 3.059.467 ₫ per night from 31 May to 1 Jun
3.059.467 ₫
4.627.476 ₫ total
31 May - 1 Jun
includes taxes & fees
8/10 Very Good! (1,026 reviews)
"Small and expensive. Wouldn't say there again I wouldn't recommend it. Got in later in the evening and front desk wasn't much help."

Reviewed on 14 May 2026

NYAH Key West - Adults Only
See all 2,746 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 1null000null000 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

You can find out about the history of Key West with a trip to Mallory Square. Stroll along the area's beautiful beaches or experience its lively festivals.

Mallory Square
Key West Shipwreck Museum

Key West Shipwreck Museum

You can spend an afternoon studying the exhibits at Key West Shipwreck Museum during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.

Key West Shipwreck Museum
Oldest House Museum and Garden

Oldest House Museum and Garden

You can spend time exploring the galleries in Oldest House Museum and Garden during your trip to Key West. Discover the area's beautiful sunsets and lively bars.

Oldest House Museum and Garden