Historic Seaport Holidays

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Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was €1,487, price is now €1,145 per person
€1,145
per person
27 May - 1 Jun
found 1 day ago
Return flight included
New York (NYC) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly

Reviewed on 31 Mar 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was €1,676, price is now €1,237 per person
€1,237
per person
27 May - 1 Jun
found 1 day ago
Return flight included
New York (NYC) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
great variety on the menus. we enjoyed our stay. My only negative comment is related to the loud conversations of our neighbors on the balcony two days and also a couple were sitting by the fire pits while they were on a phone call that they put on speaker. These incidents made our time relaxing on the balcony less enjoyable.

Reviewed on 28 Mar 2026

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Price was €1,705, price is now €1,300 per person
€1,300
per person
27 May - 1 Jun
found 1 day ago
Return flight included
New York (NYC) to Key West (EYW)
9.8/10 Exceptional! (1,004 reviews)
Great breakfast, clean rooms, staff very helpful and friendly. Always accommodating Bar made amazing drinks and snacks were a great

Reviewed on 30 Mar 2026

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

4 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

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 €525 per night from 27 Apr to 28 Apr
€525
27 Apr - 28 Apr
includes taxes & fees
9/10 Wonderful! (1,069 reviews)
all good

Reviewed on 31 Mar 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 €248 per night from 27 Apr to 28 Apr
€248
27 Apr - 28 Apr
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Excellent and safe location. Pools and amenities were excellent. Did not like the I share room experience with two complete strangers. Ended up checking out one day earlier.

Reviewed on 30 Mar 2026

NYAH Key West - Adults Only
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 €518 per night from 22 Apr to 23 Apr
€518
22 Apr - 23 Apr
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
The hotel was in amazing shape, the staff was super friendly and super helpful. The concierge knew all of the good attractions to visit and had the ability to issue tickets while you spoke with her. The pool was very comfortable and the bartenders were super friendly and always walking around the ...

Reviewed on 26 Mar 2026

Ocean Key Resort - A Noble House Resort
See all 2,662 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 €1,145, 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

Things to do

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

€50
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West: Shark and Wildlife Viewing Catamaran Tour

Key West: Shark and Wildlife Viewing Catamaran Tour

€85
per adult
100% of travellers recommend
Key West: Shark and Wildlife Viewing Catamaran Tour
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€37
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
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.