Historic Seaport Vacation Packages 2025/2026 from $525

Historic Seaport flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina

per person

Oct 3 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Almond Tree Inn Hotel - Adults Only

Old Town Key West

Save 100% on your flight

per person

Oct 3 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free continental breakfast each morning.

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

per person

Oct 4 - Oct 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Orchid Key Inn - Adults Only

Old Town Key West

Save 100% on your flight

per person

Oct 3 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the hot tub and free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and dry cleaning are also offered.

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

per person

Oct 3 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Top Historic Seaport hotels deals

La Concha Key West, Autograph Collection

430 Duval St, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$233 nightly

$262 total

Aug 17 - Aug 18

Total includes 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

Free Cancellation

Reserve now, pay when you stay

$346 nightly

$390 total

Jul 27 - Jul 28

Total includes 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

Hyatt Centric Key West Resort and Spa

601 Front St, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$304 nightly

$342 total

Aug 21 - Aug 22

Total includes taxes and fees

This eco-certified 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

The Marker Key West Harbor Resort

200 William Street, Key West, FL

$245 nightly

$275 total

Aug 12 - Aug 13

Total includes taxes and fees

This eco-certified 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.

Pool

Pet friendly

NYAH Key West - Adults Only

420 Margaret Street, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$133 total

Jul 23 - Jul 24

Total includes 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

Westwinds Inn

914 Eaton St, Key West, FL

$175 nightly

$197 total

Aug 21 - Aug 22

Total includes taxes and fees

This hotel features 2 outdoor pools, free WiFi in public areas, and a garden. Enjoy the free continental breakfast each morning. A library, luggage storage, and laundry facilities are also on offer.

Pool

Breakfast included

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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.

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.

Audubon House and Tropical Gardens

4.5/5(291 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.

Frequently asked questions

How much are vacation packages to Historic Seaport?

Treat yourself to a one-of-a-kind experience in Historic Seaport with a vacation package starting from as low as $525. Reserving your tours, flights and hotels with Travelocity is easy. What's more, our vacation deals will leave you with more savings for plenty of fun activities.

Where can I get the best vacation package deals for Historic Seaport?

It's hard to top Travelocity when it comes to crafting your Historic Seaport package deal. There are as many as 400 air carriers and 1,000,000 properties around the world to select from. Book your vacation now and get ready to tick another exciting place off your must-visit list.

Why should I book my Historic Seaport vacation bundle with Travelocity?

From incredible destinations to one-of-a-kind experiences, we have everything you need to satisfy your love for travel. Our 24/7 support will also ensure you're being well taken care of while you're on your trip. And don't fret if you notice a cheaper price on your reservation, we'll match it. That's our Price Match Guarantee.

Can I save on my Historic Seaport car rental if I combine it with a hotel or flight?

Bundling your bookings into a Historic Seaport vacation package will certainly save you money. Combine a flight and car; a hotel, car and flight; or a hotel and car. You won't find a better way to discover the greater Historic Seaport area than with your own ride. You can also add experiences and activities to your Travelocity package.