Vacations in Key West

Vacations in Key West

2 travellers
Fri 5/3
Mon 5/6

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Cheap Key West package deals

Most popular Key West flight and hotel deals

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Old Town South of Truman
Free Wi-Fi
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
C$ 1,142
New Town
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 656
New Town
Free Wi-Fi
Pool
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
C$ 673
Hampton Inn Key West Fl - Key West - Pool
Hampton Inn Key West Fl - Key West - Pool
Hampton Inn Key West Fl
8.5 Very good
New Town
Parking
Airport shuttle
Free Wi-Fi
Pool
Washington, D.C. Reagan-National
Breakfast
3 nights + flight
C$ 812
Old Town North of Truman
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,044
Ridley House - Key West Historic Inns - Key West - Bedroom
Ridley House - Key West Historic Inns - Key West - Bedroom
Ridley House - Key West Historic Inns
8.4 Very good
Free Wi-Fi
Pool
Pet friendly
Pittsburgh
Breakfast
3 nights + flight
C$ 791
Mid Town East
Pool
Pet friendly
Pittsburgh
Meals not included
3 nights + flight
C$ 861
Old Town North of Truman
Free Wi-Fi
Pool
Pet friendly
Spa
Pittsburgh
Meals not included
3 nights + flight
C$ 1,153
New Town
Free Wi-Fi
Pool
Pet friendly
Pittsburgh
Breakfast
3 nights + flight
C$ 702
Old Town North of Truman
Free Wi-Fi
Pool
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
C$ 764
Casa Marina
Free Wi-Fi
Pool
Pet friendly
Spa
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
C$ 1,052
New Town
Pool
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
C$ 634
Old Town South of Truman
Free Wi-Fi
Pool
Spa
Pittsburgh
Meals not included
3 nights + flight
C$ 900
Fitch Lodge - Key West Historic Inns - Key West - Bedroom
Fitch Lodge - Key West Historic Inns - Key West - Bedroom
Fitch Lodge - Key West Historic Inns
7.4 Good
Old Town North of Truman
Free Wi-Fi
Pool
Pet friendly
Pittsburgh
Meals not included
3 nights + flight
C$ 684
New Town
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 802
Old Town North of Truman
Free Wi-Fi
Pool
Spa
Orlando
Meals not included
3 nights + flight
C$ 1,106

Last minute vacation packages to Key West

Show all
Ella's Cottages - Key West Historic Inns - Key West - Restaurant
Ella's Cottages - Key West Historic Inns - Key West - Restaurant
Ella's Cottages - Key West Historic Inns
8 Very good
Old Town North of Truman
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 1,260

When to book a vacation in Key West

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

Tips for finding Key West package deals

  • There are loads of types of vacations in Key West and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top vacation C$ 1,040; Family vacation C$ 986; Romantic vacation C$ 1,070; Luxury vacation C$ 1,058; Budget vacation C$ 1,232.

Why should you book a holiday package to Key West?

Located off Florida's stunning Caribbean coastline, the 7 miles of sandy beaches that comprise Key West are not to be missed. Ensure you have the mental bandwidth to do your holiday itinerary justice by booking a Key West flight and hotel package. The extra savings could come in handy for that next round of Pina Coladas!

There are many points of interest along Key West, including Ernest Hemingway's home, Dry Tortugas National Park, Martello Towers, and the Key West Aquarium. A rental car is the easiest way to travel at your leisure between these popular cultural attractions.

 

When should you book a holiday package to Key West?

The best time to visit is between March and May before the heat and crowds of summer tourists arrive. However some of the most popular cultural festivals include Ernest Hemingway Days, Goombay Festival, and Fantasy Fest, which take place in the summer and fall.

   

Where should you stay in Key West during your holidays?

For any holiday type in Key West:

Ocean Key Resort-A Noble House Resort lets you soak in the island's charm with a barside pool, private cabanas, and uninterrupted views of the Caribbean. Located on Key West's biggest island, it's easy to connect via rental car from Key West International Airport.

Hilton Garden Inn is part of the renowned collection of Keys hotels which features year-round outdoor pools, modern tropical décor, and friendly knowledgeable staff. Consider taking a lyft, uber, or taxi from Key West International Airport to avoid paying parking fees.

 

For family holidays in Key West:

 

The Marker Waterfront Resort is one of the newest hotel additions to Key West, providing updated amenities and an intuitive layout. Keyshuttles will transport the whole family from the airport to your hotel's front door from Key West, Fort Lauderdale, or Miami International Airport.

Southernmost Beach Resort on Duval Street is close to boutique shops, art galleries, eclectic restaurants, and non-stop nightlife. Daily bike rentals are also available from several locations to keep your family entertained and active on your Key West getaway.

For romantic holidays in Key West:

Chelsea House Hotel is a quiet historic inn with an acre of botanical gardens so you can travel back in time to the days when Ernest Hemingway called these islands home. The VIP concierge can help guide you towards your best transportation options on the island.

The Gardens Hotel offers intimate cottages with tropical verandahs for a romantic beach holiday in Key West. This hotel is located just 3.7 miles from EYW Airport.

For luxury holidays in Key West:

Crown Plaza Key West-LA Concha is a historical landmark situated on the popular Duval Street. It puts you within easy reach of Key West's most popular shopping district. Key West International Airport is just a few miles away and easily accessible by taxi.

Hyatt Centric Key West Resort and Spa offers sweeping views of the Caribbean, docks, Mallory Square, and the Key West Aquarium. You can easily rent a car at Key West International Airport for added flexibility when travelling around the islands, however Hyatt Centric Key West charges a $20-a-night parking fee for guests.

 

For budget holidays in Key West:

Fairfield Inn & Suites by Marriott Key West is one of the few hotels that also offers free breakfast with your nightly rate. Easily hop on the trolley which stops in front of the hotel for a new vantage point of the city when traveling between different locations on the island or to Key West International Airport.

Eden House and Suites is a 4-star guest house in the old city that prides itself on old-fashioned customer service coupled with modern comforts to help you find your home away from home. In addition to a heated pool, Eden House also offers guests waterfalls, hammocks, swings, and a garden café on-site.

Where to stay in Key West

Our map will help you find the perfect place to stay for your vacation in Key West by showing you the exact location of each hotel.

Key West vacation information

Top vacation (Flight+Hotel)C$ 1,040
Family vacation (Flight+Hotel)C$ 986
Romantic vacation (Flight+Hotel)C$ 1,070
Luxury vacation (Flight+Hotel)C$ 1,058
Budget vacation (Flight+Hotel)C$ 1,232