Historic Seaport Holidays from £906

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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.

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was £1,327, price is now £906 per person
£906
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
London (LON) to Key West (EYW)
9/10 Wonderful! (1,710 reviews)
Beautiful property with amazing and attentive staff.

Reviewed on 21 Aug 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was £1,820, price is now £1,165 per person
£1,165
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
London (LON) to Key West (EYW)
9.4/10 Exceptional! (359 reviews)
everything was easy and staff was very helpful!

Reviewed on 18 Aug 2025

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was £1,558, price is now £1,012 per person
£1,012
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
London (LON) to Key West (EYW)
9/10 Wonderful! (768 reviews)
The property is cute with its own unique vibe. Our room did smell a bit musty, but it’s damp south Florida…so I took that with a grain of salt. There was some mold in our bathroom grout also, but I wasn’t in the mood to complain about something so petty. One thing I will rave about was Jefferson, he was working at the pool bar and not only was he a joy to talk to, he made a great drink!

Reviewed on 19 Aug 2025

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
Price was £1,960, price is now £1,325 per person
£1,325
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
London (LON) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
The bathroom was very nice. The rest of the room was just ok. The common hallway had trash on the floor for the entire weekend. Nobody swept the floor at all. For the money you pay there are better hotels.

Reviewed on 18 Aug 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Price was £1,477, price is now £1,004 per person
£1,004
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (802 reviews)
Good breakfast wish it had more of a meat selection.....and climbing the stairs to the room was a little bit exhausting at times.

Reviewed on 20 Aug 2025

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
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Old Town Key West

3 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Top hotels in Historic Seaport

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 £202 per night from 4 Sept to 5 Sept
£202
4 Sept - 5 Sept
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Excellent service. Friendly and helpful staff. The room was clean and spotless. I like the view from our room. I was offered an upgrade. Easy access to ocean and pool. I will stay here again with my family. They have my full recommendation."

Reviewed on 18 Aug 2025

Hyatt Centric Key West Resort and Spa
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 £706 per night from 26 Aug to 27 Aug
£706
26 Aug - 27 Aug
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Everything was perfect. Will be back next year"

Reviewed on 18 Aug 2025

Pier House Resort & Spa
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is £174 per night from 3 Sept to 4 Sept
£174
3 Sept - 4 Sept
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"We liked the walkable access to old town and local dining options. We didn’t like that the room wasn’t made up until 5pm or so and several times had to postpone cleaning up at the end of a busy day doing things to allow housekeeping to make up the room. Also I think a hotel bar/restaurant should ..."

Reviewed on 18 Aug 2025

The Marker Key West Harbor Resort
See all 2,779 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.
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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 £906. 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.

Popular places to visit

Mallory Square

Mallory Square

4/5(36 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
Mallory Dock

Mallory Dock

4/5(16 reviews)

You can find the perfect gifts to bring home at Mallory Dock during your trip to Key West. Wander the area's seaside or simply enjoy one of its lively bars.

Mallory Dock

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£29
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

£93
per adult
100% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
Key West: All-Inclusive Watersports Combo With Jetski, Parasail And Lunch

Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch

£119
per adult
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
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. Flight-inclusive packages are ATOL protected.