Lower Florida Keys Vacation Packages 2026 from $500

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Lower Florida Keys Vacation

With a Lower Florida Keys vacation package, you can forget about the hassle of planning and instead focus on experiencing everything this amazing destination has on offer. Your trip to Lower Florida Keys wouldn't be complete without experiencing some of its most well-known cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Cudjoe Key is another favorite with Lower Florida Keys travelers. Visitors to this city love Florida Keys Beaches and Sugarloaf Beach. When it's time to stop dreaming and start discovering, Expedia will help turn your Lower Florida Keys vacation into a reality.

The Latest Lower Florida Keys vacation packages

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

Ridley House - Key West Historic Inns

Key West Historic District

Save 100% on your flight

$500

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (946 reviews)

Ibis Bay Beach Resort

Northside Resort

Save 100% on your flight

$842

per person

Sep 6 - Sep 12

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

8.2/10 Very Good! (2,319 reviews)

That was a clean room and a nice little resort reasonably priced for what you get. We had a comfortable night in Key West.

Reviewed on Aug 7, 2026

Coconut Beach Resort

Old Town Key West

Save 100% on your flight

$1,266

per person

Sep 6 - Sep 12

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

8.8/10 Excellent! (212 reviews)

Había sargazo y no se podía usar la picina por qué el olor era demasiado fuerte, el aire acondicionado de la habitación estaba dañado y solo tenían una unidad portátil dentro de el cuarto que se notaba que llevaba algún tiempo puesta por el tape y todo, la ducha no funcionaba bien, no hay elevador y hay mil escaleras… No me fui porque era solo por una noche y pagué un precio alto por ser 4 de Julio pero para quedarse por varios días no hubiera podido con tantas cosas mal. El personal muy chevere, la localización muy buena, la picina muy linda.

Reviewed on Jul 26, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,626

per person

Sep 6 - Sep 12

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (561 reviews)

This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!

Reviewed on Jul 27, 2026

Kona Kai Oasis

Old Town Key West

Save 100% on your flight

$874

per person

Sep 6 - Sep 12

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

8.2/10 Very Good! (642 reviews)

Will be back again! Love it

Reviewed on Aug 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Lower Florida Keys

View all trips

Where to stay in Lower Florida Keys

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

A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

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.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

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.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Stay near popular Lower Florida Keys attractions

A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)

Nothing says vacation like spending a carefree day at Florida Keys Beaches, a popular beach in Long Beach Estates.

See properties

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)

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.

See properties

Mallory Square

9.2/10 (15,939 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.

See properties

Southernmost Point

8.8/10 (17,214 reviews)

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

See properties

A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

See properties

A brick corridor with arched ceilings and benches.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)

The displays of old weapons and interpretive panels in a fort at the heart of the southernmost state park in the continental U.S. provide information about the Civil War.

See properties

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)

Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

See properties

A beach with people sunbathing, palm trees, and a multi-story building in the background.

South Beach

8.4/10 (5,461 reviews)

Head to the southernmost beach of the continental United States to relax and swim in the waters where famous writer Tennessee Williams once took his daily swim.

See properties

What to do in Lower Florida Keys

Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79

per adult

94% of travellers recommend

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

$69

per adult

88% of travellers recommend

Entertainer in character at the Shipwreck Treasure Museum in Key West

Shipwreck Treasure Museum Tickets

$19

per adult

80% of travellers recommend

See all activities in Lower Florida Keys

Lower Florida Keys Hotel Deals

Parmer's Resort

565 Barry Avenue Summerland Key FL

Fully refundableReserve now, pay when you stay

$158 nightly

$178 total

Aug 10 - Aug 11

Total with taxes and fees

9/10 Wonderful! (1,009 reviews)

"Room was small but we booked last minute for lobster season but everything else was great!!"

Reviewed on Aug 6, 2026

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL

9.8/10 Exceptional! (611 reviews)

"Overall it was a great experience. All staff is really kind. Our room had dogs hair on the floor when I first swept and bed isn’t too comfortable but room overall looks beautiful and is well maintained. Bar and pool close a bit early but like everything else in the keys. Only annoying thing is marina ..."

Reviewed on Jul 29, 2026

Get rates

Sugarloaf Key RV Resort & Cottages

311 Johnson Rd Summerland Key FL

Get rates

See all 3,425 properties in Lower 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.