
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.
- 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

Old Town Key West
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
"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
"Great place and location . Plan to stay again in future"
Reviewed on May 20, 2026

NYAH Key West - Adults Only
"We were there during horrible storms so we didn’t use pool or hot tubs. Not what we expected"
Reviewed on May 20, 2026
Discover the most popular places to visit in Historic Seaport

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.

Audubon House and Tropical Gardens
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
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

Key West Sunset Sail with Live Music, Drinks and Appetizers!






































