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.
Hyatt Vacation Club at Windward Pointe, Key West
Price was $1,487, price is now $1,037 per person
$1,037
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Price was $3,371, price is now $2,077 per person
$2,077
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,963, price is now $2,462 per person
$2,462
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,761, price is now $1,192 per person
$1,192
per person
Apr 19 - Apr 24
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit box and concierge services are also provided.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $4,868, price is now $3,408 per person
$3,408
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Top Historic Seaport hotels deals
La Concha Key West, Autograph Collection
430 Duval St Key West FL
$499 nightly
The price is $561 total per night
$561 total
Feb 1 - Feb 2
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
Pier House Resort & Spa
1 Duval St Key West FL
$549 nightly
The price is $618 total per night
$618 total
Jan 28 - Jan 29
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
NYAH Key West - Adults Only
420 Margaret Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$286 nightly
The price is $322 total per night
$322 total
Jan 29 - Jan 30
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
Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Free Cancellation
Reserve now, pay when you stay
$683 nightly
The price is $769 total per night
$769 total
Feb 10 - Feb 11
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
The Marker Key West Harbor Resort
200 William Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$502 nightly
The price is $564 total per night
$564 total
Jan 28 - Jan 29
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$601 nightly
The price is $676 total per night
$676 total
Jan 28 - Jan 29
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.
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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(3,096 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.
Key West Aquarium
4/5(380 reviews)
Come face to face with huge sharks, feed stingrays and learn about local tropical fish at this great aquarium.
Key West Shipwreck Museum
4/5(324 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.
Frequently asked questions
Photos of local treasures
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