Historic Seaport Holidays from NZ$3,465
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Top Holiday Package Deals in Historic Seaport
Price found within the past 48 hours. Click for updated prices.
Kona Kai Oasis
Old Town Key West
NZ$3,465
per person
9 Oct - 13 Oct
found 6 hours ago
Return flight included
Auckland (AKL) to Key West (EYW)
8/10 Very good! (650 reviews)
La propiedad está bien ubicada… no hay personal físico para la atención … pero todo se puede realizar vía telefónica, inmediatamente responden y dan solución a tus inquietudes… todo muy bien…
Reviewed on 22 Aug 2026
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
NZ$4,894
per person
9 Oct - 13 Oct
found 6 hours ago
Return flight included
Auckland (AKL) to Key West (EYW)
6/10 (2 reviews)
This was the worst stay we have had in years,washer was broken price was upwards of 2 thousand and the hole had 1998 ceiling fans, ac and furniture, neighbors kept us up till 2am. Downstairs toilet was clogged and back doors didn't even shut all the way. This place is no way ready to rent out. Carpet was filthy, I can go on and on. DO NOT STAY HERE!
Reviewed on 10 June 2026
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
4 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.
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
2 out of top 10 points of interest in this area
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 Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Our pick of the best Historic Seaport Hotel Deals
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
NZ$491
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"Room was clean and comfortable. The cold water was warm at best but we dealt with it."
Reviewed on 22 Aug 2026
Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
NZ$441
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,300 reviews)
"Great location and staff!"
Reviewed on 22 Aug 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
NZ$391
7 Sept - 8 Sept
includes taxes & fees
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 NZ$3,465, 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.
Stay near popular Historic Seaport attractions
Mallory Square
9.2/10 (15,939 reviews)
Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.
Key West Shipwreck Museum
8.6/10 (361 reviews)
Engage with stories of salvagers who recover cargo from sunken ships, view relics and climb this museum’s watchtower for views of the city.
Audubon House and Tropical Gardens
8.8/10 (378 reviews)
Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.
Key West Historic Seaport
Find out about the history of Key West when you take a trip to Key West Historic Seaport. Discover the area's lively bars and its great live music.
Sails To Rails Museum at Flagler Station
You can spend time exploring the galleries in Sails To Rails Museum at Flagler Station in Key West. Stroll along the beautiful beaches or seek out the cycling trails.
Schooner Western Union
8.0/10 (1 review)
Learn about the local history of Key West when you take a trip to Schooner Western Union. Stroll along the area's seaside or experience its lively festivals.
Waterfront Playhouse
8.4/10 (7 reviews)
You can get tickets for a performance at Waterfront Playhouse on your trip to Key West. Wander the seaside and beautiful beaches in the area.
Donkey Milk House
7.4/10 (6 reviews)
You can spend an afternoon studying the exhibits at Donkey Milk House during your travels in Key West. Discover the area's beautiful sunsets or seek out its cycling trails.
Activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
NZ$78
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
NZ$137
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
NZ$96
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.