Historic Seaport Holidays from £1,320

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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.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was £1,839, price is now £1,320 per person
£1,320
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.4/10 Exceptional! (1,234 reviews)
Did not eat any meals on the property. Overall it's a nice place to stay. Rooms and furniture are dated in some areas. Very nice staff including Jamey and Mitchell.

Reviewed on 2 Apr 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was £3,020, price is now £1,801 per person
£1,801
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
Great location! We were very impressed with Chris! He told us where to park and was very welcoming when we arrived. The loft room setup was perfect for us and the Bali Bar did not disappoint! We will be back!!

Reviewed on 5 Apr 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was £2,396, price is now £1,553 per person
£1,553
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.4/10 Exceptional! (1,011 reviews)
We stayed here for one night and had a wonderful experience. The hotel is beautiful and very clean, and the pool area was amazing. The ocean views were incredible and made the stay even more special. Even though it was a short visit, we really enjoyed our time here and will definitely be coming back again!

Reviewed on 6 Apr 2026

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was £2,107, price is now £1,390 per person
£1,390
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (1,230 reviews)
Clean rioms. Friendly staff. Great breakfast.

Reviewed on 6 Apr 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
Price was £2,579, price is now £1,825 per person
£1,825
per person
9 May - 16 May
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
8.8/10 Excellent! (3,162 reviews)
Great beach and facilities; room a bit small

Reviewed on 6 Apr 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

Old Town Key West

4 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 Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Top hotels in Historic Seaport

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 £458 per night from 15 Apr to 16 Apr
£458
15 Apr - 16 Apr
includes taxes & fees
9/10 Wonderful! (1,079 reviews)
We booked an ocean front room through Expedia. The online pictures versus the actual condition of the room and property were misleading. The room we had (#208) was very dated, water damage in the ceiling, crown molding separated ftom ceiling, base mokding rotten and separated from wall. The overall ...

Reviewed on 6 Apr 2026

Pier House Resort & Spa
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 £167 per night from 5 May to 6 May
£167
5 May - 6 May
includes taxes & fees
8/10 Very Good! (1,002 reviews)
No parking no bar no food no snack bar

Reviewed on 5 Apr 2026

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 £348 per night from 20 Apr to 21 Apr
£348
20 Apr - 21 Apr
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
The hotel was in a good location , but for 1K at night too expensive for a room like that the air condition was the worse , noise all night I didint sleep in two nights , Key west was excellent but I dont think I stay in that hotel again , for that price you need a good room and good sleep . Change ...

Reviewed on 5 Apr 2026

Hyatt Centric Key West Resort and Spa
See all 2,736 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 £1,320. 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

£32
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Kayak the mangrove tidal creeks

Key West Mangrove Kayak Eco Tour

£60
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco Tour
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

£42
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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.