Historic Seaport Vacation Packages
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Top Holiday Package Deals in Historic Seaport
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
CA $958
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
We love everything about this property but the BEST for us, the master bath shower! Fantastic
Reviewed on Sep 19, 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
4 out of top 10 points of interest in this area
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
2 out of top 10 points of interest in this area
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions 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.
Historic Seaport Hotel Deals
Pier House Resort & Spa
1 Duval St Key West FL
CA $309
CA $445 total
Sep 28 - Sep 29
includes taxes & fees
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
CA $308
CA $444 total
Sep 21 - Sep 22
includes taxes & fees
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
CA $264
CA $345 total
Sep 21 - Sep 22
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 vacation package cost?
Our Historic Seaport vacation packages, which begin at just CA $958, 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 vacation?
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 vacation package?
With a vacation 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 vacation package?
Don't worry if you're rethinking your Historic Seaport vacation 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)
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.
Key West Shipwreck Museum
8.6/10 (361 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.
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.
Mallory Dock
8.8/10 (1,152 reviews)
You can search for that perfect souvenir at Mallory Dock during your visit to Key West. Wander the area's seaside or simply enjoy one of its lively bars.
Key West Historic Seaport
Find out about the history of Key West with a stop at Key West Historic Seaport. Discover the area's lively bars and its entertainment choices.
Sails To Rails Museum at Flagler Station
You can spend time studying the exhibits at Sails To Rails Museum at Flagler Station in Key West. Stroll along the beautiful beaches or seek out the biking trails.
Red Barn Theater
8.0/10 (10 reviews)
You can enjoy a show at Red Barn Theater 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 exploring the galleries in Donkey Milk House during your trip to Key West. Discover the area's beautiful sunsets, or seek out its biking trails.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $59
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $77
per adult
88% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $109
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.