Historic Seaport Holidays from £1,163
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Your Historic Seaport Holiday
Take the fuss out of organising your next escape with a Historic Seaport holiday package. Immerse yourself in the sights and sounds of this wonderful neighbourhood and enjoy everything it has to offer. Your trip to Historic Seaport wouldn't be complete without seeing major attractions nearby such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia will help you turn your ideal Historic Seaport holiday into reality, no matter your travel plans or budget.
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.
Top hotels in Historic Seaport
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
£215
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
£193
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,302 reviews)
"We loved our stay! Within walking distance to so much, the grounds felt tropical and the private beach was a definite plus. Good food and drink options too."
Reviewed on 23 Aug 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
£172
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 travel package cost?
We make it easy for everyone to travel, with Historic Seaport travel packages starting from as little as £1,163. You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a couple of activities and tours to your itinerary?
If I'm not able to travel, can I cancel my Historic Seaport travel package?
If your holiday plans in Historic Seaport have been upended, it's a relief to know that it's possible to amend or cancel your booking. If you made your booking less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. To find out more, visit our Customer Service Portal.
How do I get a cheap travel package to Historic Seaport?
Creating your own Historic Seaport travel package with Expedia is the easiest way to save. We have more than 550 air carriers and 1,000,000 hotel options globally. With such a huge range to pick from, you'll have no difficulty putting together your dream holiday.
Does Expedia offer Book Now, Pay Later Historic Seaport holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Take a look at these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying a little each month sounds right for you, choose this option at checkout.
- Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.
Where should I stay in Historic Seaport?
Most who travel to Historic Seaport put both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their sightseeing itineraries. Why not consider a hotel close to one of these iconic attractions?
What are the top hotels in Historic Seaport?
If it's your first time in Historic Seaport, reserve a room at The Gates Hotel Key West or Crowne Plaza Key West-La Concha. Both hotels have good amenities and are favourites with lots of travellers.
How far in advance should I book my Historic Seaport holiday?
While not all air carriers release ticket prices early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is the time you can nab some incredible deals. If you're booking late, you could still be in luck. Sometimes the lowest prices emerge a few weeks prior to departure.
What does an Expedia Historic Seaport travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your dream Historic Seaport holiday. You can also add on some activities and experiences once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll get access to deals you won't find anywhere else.
What should I know before booking a Historic Seaport travel package?
When you book your hotels, flights and car rentals together, you'll pick up incredible discounts. Whether you're organising a beach escape in a villa or prefer to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with a Historic Seaport Expedia travel package?
Yes, you can. Expedia has access to more than 550 airline partners worldwide, so select the carrier that's a good fit for your budget needs.
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.
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.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
£34
per adult
94% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
£46
per adult
86% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
£59
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. Flight-inclusive packages are ATOL protected.