Historic Seaport Holidays

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Our guide on 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

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

Our pick of the best Historic Seaport Hotel Deals

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 NZ$460 per night from 25 May to 26 May
NZ$460
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (395 reviews)
Fabulous location and amenities. The drinks at the pool bar were fantastic.

Reviewed on 16 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 NZ$673 per night from 25 May to 26 May
NZ$673
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 NZ$268 per night from 20 May to 21 May
NZ$268
20 May - 21 May
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 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.

Discover the most popular places to visit in Historic Seaport

Mallory Square

Mallory Square

4/5(3 reviews)

Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.

Mallory Square

Activities

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

NZ$72
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12 hours Day at Key West With Boat Tour and Snorkeling

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

NZ$47
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aboard the trolley in Key West

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

NZ$95
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off 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.