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.
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
per person
Aug. 13 - Aug. 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (447 reviews)
The staff were amazing. Everyone was very helpful and kind. Area was quiet and perfectly located in between everything.

Reviewed on Jun. 2, 2024

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug. 13 - Aug. 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (1,007 reviews)
Location, service, the property in general, a first class experience.

Reviewed on Jun. 3, 2024

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
per person
Aug. 13 - Aug. 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
7.8/10 Good! (1,609 reviews)
Awesome for our nine day stay for our 5yr anniversary!

Reviewed on Jun. 2, 2024

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Old Town Key West
Save 100% on your flight
per person
Aug. 13 - Aug. 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
6.6/10 (1,004 reviews)
Great property, communication and service!

Reviewed on Jun. 2, 2024

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug. 13 - Aug. 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Room small and expensive

Reviewed on Jun. 1, 2024

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
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(156 area reviews)

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.

Find hotel + flight trips in Key West Historic District

Historic Seaport Hotel Deals

La Concha Key West
La Concha Key West
4 out of 5
430 Duval St, Key West, FL
The price is CA $298 per night from Jun. 4 to Jun. 5
CA $298
CA $377 total
includes taxes & fees
Jun 4 - Jun 5
8/10 Very Good! (1,256 reviews)
"Convenient as hek! Located on the restaurant and bar street in all of Florida..Duval St in Key West! Woohoo. The hotel is in transformation. Construction and dinning so they have some kinks to work out for sure. But I still enjoyed my stay. It’s safe for a single traveler as well."

Reviewed on May 28, 2024

La Concha Key West
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 CA $134 per night from Jun. 4 to Jun. 5
CA $134
CA $213 total
includes taxes & fees
Jun 4 - Jun 5
7.8/10 Good! (1,005 reviews)
"Good stay front desk staff fantastic. Good location. AC was loud. Will stay again"

Reviewed on Jun. 1, 2024

NYAH Key West - Adults Only
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $520 per night from Jun. 30 to Jul. 1
CA $520
CA $670 total
includes taxes & fees
Jun 30 - Jul 1
8.8/10 Excellent! (1,002 reviews)
"Great hotel. The room didn't cool down enough with the AC as cold as it would go. Otherwise, great place to stay!"

Reviewed on May 28, 2024

Hyatt Centric Key West Resort and Spa
See all 400 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.

Explore other types of vacation packages

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All Inclusive Vacations

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Frequently asked questions

How much does a Historic Seaport vacation package cost?
Our Historic Seaport vacation packages, which begin at just CA $1,665, 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.

Discover the most popular places to visit in Historic Seaport

Image for Mallory Square

Mallory Square

4.5/5(148 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
Image for Key West Aquarium

Key West Aquarium

4.5/5(14 reviews)

Come face to face with huge sharks, feed stingrays and learn about local tropical fish at this great aquarium.

Key West Aquarium
Image for Audubon House and Tropical Gardens

Audubon House and Tropical Gardens

4/5(14 reviews)

Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.

Audubon House and Tropical Gardens

Things to do

Image for Morning Reef Snorkel With Unlimited Mimosas & Breakfast

Morning Reef Snorkel With Unlimited Mimosas & Breakfast

CA $62
Per adult
90% of travellers recommend
Morning Reef Snorkel With Unlimited Mimosas & Breakfast
Image for Sunset Dinner Cruise with Unlimited Open Bar

Sunset Dinner Cruise with Unlimited Open Bar

CA $122
Per adult
86% of travellers recommend
Sunset Dinner Cruise with Unlimited Open Bar
Image for Ultimate Watersports Adventure with Snacks and Drinks

Ultimate Watersports Adventure with Snacks and Drinks

CA $233
Per adult
90% of travellers recommend
Ultimate Watersports Adventure with Snacks and Drinks
See all activities in Key West

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.