Historic Seaport Holidays

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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.
  • Marina
    Jul 31 - Aug 7

    The Perry Hotel & Marina Key West + Flight

    Stock Island
    7 nights
    4.0 star property
    9.4/10 - Exceptional (1,273 reviews)
    "Clean, comfortable, friendly, helpful staff. Pool area is convenient and well maintained. Love the shuttle service to and from town"
    Reviewed May 20, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,745
    £1,384
    per traveller
    found 1 day ago
    The Perry Hotel & Marina Key West
  • Outdoor pool
    Jul 31 - Aug 7

    The Key West Hotel + Flight

    Key West Historic District
    7 nights
    3.0 star property
    9.2/10 - Wonderful (555 reviews)
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £2,887
    £2,004
    per traveller
    found 1 day ago
    The Key West Hotel
  • Exterior detail
    Jul 31 - Aug 7

    The Gardens Hotel + Flight

    Old Town Key West
    7 nights
    4.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "The hotel is situated in the middle of the Dual St, where I can go to either the west end (for seeing sunset) or east end (for seeing sunrise) of the street with almost the same distance. The buildings of the hotel have some history and in the colonial style, which I like very much. The garden provides an excellent place for breakfast and wine tasting."
    Reviewed May 21, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,961
    £1,542
    per traveller
    found 1 day ago
    The Gardens Hotel
  • Exterior
    Jul 31 - Aug 7

    The Marker Key West Harbor Resort + Flight

    Key West Historic District
    7 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    "Best part of this hotel was the location. My husband was fishing this trip and it was a 2 minute walk to the boat. Beds were comfortable and I slept well. The amenities that you pay a resort fee of $54 a night were meh. My husband did go to the pool one day but none of the other offerings were interesting. We had friends that stayed as well and they paid an additional $44 a day for parking. We got breakfast every morning and that was good but the best part was our server Nelson. Always a smile..."
    Reviewed May 20, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £2,130
    £1,699
    per traveller
    found 1 day ago
    The Marker Key West Harbor Resort
  • Couples treatment room(s), facials, massages
    Jul 31 - Aug 7

    Southernmost Beach Resort and Guesthouses + Flight

    Old Town Key West
    7 nights
    4.0 star property
    8.8/10 - Excellent (3,325 reviews)
    "Upon check in - I was informed I needed a CC with $1200.00 available on it - at no point was I instructed of this need - I had paid for my stay prior as I do not use CC - thank goodness some in my party had one to use. The front desk person was not friendly about this = I have read my information from Expedia and nowhere is it stated - nor is it on your resort site. The bar at the pineapple pool was on point - Annette at the front desk was very helpful also. Breakfast at the cafe was well..."
    Reviewed May 21, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,964
    £1,573
    per traveller
    found 1 day ago
    Southernmost Beach Resort and Guesthouses

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

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 Florida Keys Beaches.

Find hotels in Old Town Key West

Top hotels in Historic Seaport

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
The price is £200 per night from 26 May to 27 May
£200
26 May - 27 May
includes taxes & fees
9/10 Wonderful! (400 reviews)
"Beautiful property, highly recommend"

Reviewed on 22 May 2026

La Concha Key West, Autograph Collection
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 £262 per night from 31 May to 1 Jun
£262
31 May - 1 Jun
includes taxes & fees
9/10 Wonderful! (1,133 reviews)
"It was a very satisfying and enjoyable stay."

Reviewed on 21 May 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 £131 per night from 31 May to 1 Jun
£131
31 May - 1 Jun
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Nice place to stay!"

Reviewed on 21 May 2026

NYAH Key West - Adults Only
See all 2,739 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 . 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

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

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

£33
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

£59
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

£41
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.