Florida Keys Vacations from $763

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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

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,677, price is now $763 per person
$763
per person
Jan 1 - Jan 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,004 reviews)
We had a great stay at the Cavalier Hotel. The interior of the hotel is beautiful. They also have a bar area as well as breakfast, lunch, and dinner options for dine-in or take-out. The beach is only a few steps away! The hotel provided beach towels as well. Our room was clean and beds were comfortable. The bathroom doesn't have a proper door that locks. It's only a sliding door, which we found difficult for privacy. All the staff we met were also very friendly and helpful. The only note for anyone looking to stay at this property is that the hotel itself doesn't have any parking. There is a Municipal Parking Garage right around the corner from the hotel. We found it very convenient to park there (including overnight parking). It's open 24 hours, clean, has stairs and elevators to get to the street.

Reviewed on Oct 28, 2025

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was $3,034, price is now $1,327 per person
$1,327
per person
Jan 1 - Jan 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (390 reviews)
Everything was perfect. I will recommend this hotel excellent.

Reviewed on Oct 28, 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was $2,700, price is now $1,215 per person
$1,215
per person
Jan 1 - Jan 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (217 reviews)
I loved staying at this hotel. Super clean and modern but with a home feel. The staff are incredible. I will book it again

Reviewed on Oct 29, 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was $1,630, price is now $778 per person
$778
per person
Jan 1 - Jan 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,905 reviews)
The staff is very helpful with information specially Henry and the lady who works at the same desk when he is off duty. Even the guy who is parking cars offered a usufull information about the area.

Reviewed on Oct 29, 2025

Miami Brickell Condos

Miami Brickell Condos

5 out of 5
Downtown Miami
Price was $2,927, price is now $1,420 per person
$1,420
per person
Jan 1 - Jan 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (5 reviews)
إذا كنت تبحث عن تجربة فاخرة في ميامي، فهذا هو المكان. الموقع في W Miami Residence، أنا كنت في الطابق 19 مع إطلالة رائعة على المحيط. المنظر كان خيالي والحمّام كان المفضل عندي. المطبخ كمان مجهز بالكامل بكل ما تحتاجه.

Reviewed on Oct 3, 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
Key West Historic District

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.

Find hotels in Old Town Key West

Discover the most popular places to visit in Florida Keys

Duval Street featuring signage

Duval Street

4.5/5(3,475 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.

Duval Street
Southernmost Point featuring signage as well as a large group of people

Southernmost Point

4.5/5(3,182 reviews)

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

Southernmost Point
Mallory Square which includes a sunset and a bay or harbor as well as a large group of people

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.

Mallory Square

What to do in Florida Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

$50
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key Largo Coral Reef Glass Bottom Boat Adventure

Key Largo Coral Reef Glass Bottom Boat Adventure

$45
per adult
96% of travellers recommend
Key Largo Coral Reef Glass Bottom Boat Adventure
Commotion on the Ocean Sunset Sail

Key West Sunset Sail with Live Music, Drinks and Appetizers!

$80
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
See all activities in Florida Keys

Florida Keys Hotel Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is $291 total per night from Nov 20 to Nov 21
$291 total
per night
Nov 20 - Nov 21
9/10 Wonderful! (1,258 reviews)
A few problems with the room, ex. Coffee maker, sink in bathroom, shower, but over all excelent

Reviewed on Oct 27, 2025

Cheeca Lodge & Spa
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is $298 total per night from Nov 2 to Nov 3
$298 total
per night
Nov 2 - Nov 3
9.2/10 Wonderful! (1,310 reviews)
Everything including the spa was fantastic.

Reviewed on Oct 27, 2025

Reefhouse Resort & Marina
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is $308 total per night from Nov 30 to Dec 1
$308 total
per night
Nov 30 - Dec 1
9/10 Wonderful! (1,055 reviews)
Isla Bella Beach Resort was wonderful and perfect in every way in celebration of our 45th Anniversary.

Reviewed on Oct 25, 2025

Isla Bella Beach Resort & Spa
See all 8,392 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.

Find the Best Florida Keys Vacation Packages

Florida Keys Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Miami Intl. Airport (MIA)

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