Historic Seaport Vacations from $665

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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 Latest Historic Seaport Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Windward Pointe, Key West
Lighthouse Hotel - Key West Historic Inns
The Perry Hotel & Marina Key West
Winslow's Bungalows - Key West Historic Inns

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

Historic Seaport Hotel Deals

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
$232 nightly
The price is $261 total per night from Sep 7 to Sep 8
$261 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"So close to everything! Great views and helpful staff"

Reviewed on Aug 22, 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
$381 nightly
The price is $429 total per night from Sep 29 to Sep 30
$429 total
Sep 29 - Sep 30
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"It was fabulous. The staff was amazing and we enjoyed the pool, beach and restaurant. My only suggestion is they add a pet walking area with turf. There is no grass on the property for pet relief."

Reviewed on Aug 24, 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
$218 nightly
The price is $246 total per night from Sep 11 to Sep 12
$246 total
Sep 11 - Sep 12
Total with taxes and fees
The Marker Key West Harbor Resort
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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.