Deals on vacations and trips to Historic Seaport
Historic Seaport flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $625, price is now $415 per person
$415
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,042, price is now $666 per person
$666
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, concierge services, and barbecue grills are also on offer.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $783, price is now $554 per person
$554
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $771, price is now $546 per person
$546
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
The Key West Hotel
Key West Historic District
Price was $2,162, price is now $1,557 per person
$1,557
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.
Top Historic Seaport hotels deals
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$290 nightly
The price is $326 total per night
$326 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
Spa
Pier House Resort & Spa
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$324 nightly
The price is $364 total per night
$364 total
Jun 22 - Jun 23
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
On private beach
Pool
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$267 nightly
The price is $300 total per night
$300 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Free Cancellation
Reserve now, pay when you stay
$372 nightly
The price is $418 total per night
$418 total
Jun 23 - Jun 24
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Spa
NYAH Key West - Adults Only
420 Margaret Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $127 total per night
$127 total
Jun 8 - Jun 9
Total with taxes and fees
This guesthouse's 3 outdoor pools and a rooftop terrace are among the featured amenities. Enjoy the hot tub and free continental breakfast each morning. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Hot Tub
Heron House Court - Adult Only
412 Frances St Key West FL
$159 nightly
The price is $179 total per night
$179 total
Jun 8 - Jun 9
Total with taxes and fees
This guesthouse features an outdoor pool and a rooftop terrace. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Pool
Free WiFi
Don't see what you're looking for?
See all available properties in Historic Seaport
View all propertiesLowest 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.
Popular places to visit
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)
You can spend an afternoon exploring the galleries in Audubon House and Tropical Gardens in Key West. Discover the area's lively bars and its lively festivals.
Key West Aquarium
4/5(383 reviews)
Come face to face with huge sharks, feed stingrays and learn about local tropical fish at this great aquarium.
Frequently asked questions
Photos of local treasures
Browse Historic Seaport vacation photos for more inspiration
