Historic Seaport Vacations
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Your Historic Seaport Vacation
Make travel planning hassle-free by creating a vacation package to Historic Seaport. We'll look after the minutiae, so you can concentrate on soaking up everything this neighborhood can offer. Can't wait to head out and see the sights during your trip to Historic Seaport? Be sure to check out nearby attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia can put your plans into action. Book your ultimate Historic Seaport vacation now.
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- The Perry Hotel & Marina Key West
Jun 27 - Jul 1The Perry Hotel & Marina Key West + Flight
Stock Island4 nights9.4/10 - Exceptional (1,272 reviews)"Clean, comfortable, friendly, helpful staff. Pool area is convenient and well maintained. Love the shuttle service to and from town"Reviewed May 20, 2026Roundtrip • Atlanta (ATL) - Miami (MIA)ATL - MIA • Nonstop MIA - ATL • Nonstop - Hyatt Vacation Club at Windward Pointe, Key West
Jun 27 - Jul 1Hyatt Vacation Club at Windward Pointe, Key West + Flight
Key West4 nights9.4/10 - Exceptional (1,092 reviews)"Great location and hotel!"Reviewed May 20, 2026Roundtrip • Atlanta (ATL) - Miami (MIA)ATL - MIA • Nonstop MIA - ATL • Nonstop - Hyatt Vacation Club at Sunset Harbor, Key West
Aug 12 - Aug 15Hyatt Vacation Club at Sunset Harbor, Key West + Flight
Old Town Key West3 nights8.6/10 - Excellent (371 reviews)"Wished we had paid more for a unit that at least had a window other than to a hallway. Room was clean but not spotless. Found at least 3 long hairs in the bathroom area. Staff at desk was quite abrupt and condescending. At check in AND check out. Gave 4 stars but 5 stars could easily be reached with just a little more attention to detail"Reviewed May 18, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - Hyatt Vacation Club at Beach House, Key West
Jun 27 - Jul 1Hyatt Vacation Club at Beach House, Key West + Flight
Key West4 nights9.4/10 - Exceptional (1,063 reviews)"Nice clean room. one smoking area is not enough. no on site restaurant or snack bar of vending for snacks. "Reviewed May 19, 2026Roundtrip • Atlanta (ATL) - Miami (MIA)ATL - MIA • Nonstop MIA - ATL • Nonstop - The Key West Hotel
Aug 12 - Aug 15The Key West Hotel + Flight
Key West Historic District3 nights9.2/10 - Wonderful (555 reviews)Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop
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
3 out of top 10 points of interest in this area
4.5/5(229 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Historic Seaport Hotel Deals
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from May 25 to May 26
$269 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (399 reviews)
"I've been going down to Key West for my birthday for close to a decade. I've stayed at a lot of different hotels. They're all generally pretty great. They excel in some things but lack in other things. I think I finally found the PERFECT hotel in Key West! La Concha turned 100 years this year!! But ..."
Reviewed on May 19, 2026
Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$341 nightly
The price is $384 total per night from May 31 to Jun 1
$384 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,130 reviews)
"Great place and location . Plan to stay again in future"
Reviewed on May 20, 2026
NYAH Key West - Adults Only
420 Margaret Street Key West FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $156 total per night from May 26 to May 27
$156 total
May 26 - May 27
Total with taxes and fees
8/10 Very Good! (1,033 reviews)
"We were there during horrible storms so we didn’t use pool or hot tubs. Not what we expected"
Reviewed on May 20, 2026
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.
Discover the most popular places to visit in Historic Seaport
Mallory Square
4.5/5(3,147 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.
Audubon House and Tropical Gardens
4.5/5(297 reviews)
Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.
Key West Shipwreck Museum
4/5(326 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.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$45
per adult
94% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
$80
per traveler
92% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
$40
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.