Name: Hawks Cay Resort
Price range: $356 total
Rating: 8

Your Florida Keys Vacation

When adventure calls, answer it with a tailor-made vacation package to Florida Keys. Wherever it is you're going and whatever you have planned, prepare to discover a destination with plenty to offer. A trip to Florida Keys wouldn't be complete without spending some time in its best cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Key Largo is another favorite city with Florida Keys travelers. Visitors to this destination enjoy John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Expedia has hotels, flights and whatever else you need to help you put together your very own customized Florida Keys vacation today.

The Latest Florida Keys vacation packages

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

Cavalier Hotel South Beach

South Beach

$442

per person

Nov 17 - Nov 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,001 reviews)

Great staff. Nice rooms close to beach

Reviewed on Sep 2, 2025

Bentley Hotel South Beach

South Beach

$1,955

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (311 reviews)

Clean room, staff, Beach View

Reviewed on Sep 9, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$15,480

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Sunset Cove Beach Resort

$707

per person

Dec 2 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9/10 Wonderful! (1,007 reviews)

Amazing place. Will definitely stay again. Super friendly staff, nice guests, everything was perfect.

Reviewed on Sep 1, 2025

Ridley House - Key West Historic Inns

Key West Historic District

Save 100% on your flight

$945

per person

Nov 17 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (815 reviews)

The room we were in was directly attached to the kitchen area so it was very noisy starting at 6am every morning. Other than the noise in the morning the stay was fine. I would say it would be nice if the people making breakfast could have been a little quieter in the morning.

Reviewed on Sep 10, 2025

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Where to stay in Florida Keys

Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys

Old Town Key West

3 out of top 10 points of interest in this area

4.5/5(226 area reviews)

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.

Audubon House and Tropical Gardens featuring a house

Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(4,033 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Discover the most popular places to visit in Florida Keys

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Southernmost Point

Snap a memorable photograph from the edge of North America at this monumental landmark.

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.

What to do in Florida Keys

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

$27

per adult

78% of travellers recommend

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

$40

per adult

92% of travellers recommend

12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

$27

per adult

See all activities in Florida Keys

Florida Keys Hotel Deals

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Fully refundableReserve now, pay when you stay

$166 nightly

$187 total

Sep 25 - Sep 26

Total with taxes and fees

9/10 Wonderful! (1,195 reviews)

"all good"

Reviewed on Sep 10, 2025

Hawks Cay Resort

61 Hawks Cay Blvd, Marathon, FL

Fully refundableReserve now, pay when you stay

$317 nightly

$356 total

Sep 28 - Sep 29

Total with taxes and fees

8/10 Very Good! (1,003 reviews)

"Liked the options for fishing and snorkeling"

Reviewed on Aug 31, 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy, Key Largo, FL

Fully refundableReserve now, pay when you stay

$295 nightly

$331 total

Sep 21 - Sep 22

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

Excellent Place to Stay

"Great room, love the ocean view and the spaciousness of it. The staff are always amazing and friendly. Great service."

Reviewed on Sep 7, 2025

See all 8,326 properties in Florida Keys

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.