New Town Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in New Town

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $2,218, price is now CA $1,538 per person
CA $1,538
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,011 reviews)
Clean room, amazing outdoor pool

Reviewed on Apr 13, 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $4,530, price is now CA $2,862 per person
CA $2,862
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (542 reviews)
Great location! We were very impressed with Chris! He told us where to park and was very welcoming when we arrived. The loft room setup was perfect for us and the Bali Bar did not disappoint! We will be back!!

Reviewed on Apr 5, 2026

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $3,826, price is now CA $2,579 per person
CA $2,579
per person
May 18 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
Excellent villas, very clean and equipped with everything you need to make your stay memorable.

Reviewed on Apr 13, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $2,647, price is now CA $1,980 per person
CA $1,980
per person
May 18 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,234 reviews)
We really enjoyed our time at the Perry. We ate at the two restaurants and the pool. The shuttle service was very good. We plan to go back.

Reviewed on Apr 13, 2026

Duval s Duet on Duval by Brightwild

Duval s Duet on Duval by Brightwild

2 out of 5
Old Town Key West
Price was CA $13,392, price is now CA $10,102 per person
CA $10,102
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
No reviews

Where to stay in New Town

Find the best New Town areas and neighborhoods for the activities you enjoy most. Learn more about New Town
Old Town Key West

Old Town Key West

4 out of top 10 points of interest in this area
3.5/5(8 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

New Town Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $273 per night from May 10 to May 11
CA $273
CA $385 total
May 10 - May 11
includes taxes & fees
8.2/10 Very Good! (2,089 reviews)
Clean room, 2 nice pools, everything has been remodeled. Definitely would stay there again.

Reviewed on Apr 12, 2026

Blue Flamingo Resort Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $244 per night from May 10 to May 11
CA $244
CA $367 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (1,753 reviews)
The room was great. We had a king with a pullout sofa bed. Both were comfortable. The room was clean and well stocked!

Reviewed on Apr 12, 2026

Havana Cabana at Key West
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $303 per night from May 4 to May 5
CA $303
CA $380 total
May 4 - May 5
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
We loved the place.

Reviewed on Apr 10, 2026

The Laureate Key West
See all 3,097 properties in New Town
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a New Town vacation package cost?
Get set to book, because a getaway to New Town starts from only CA $1,538. When you combine your flights, hotels and car rentals into a travel package, you'll enjoy the best bargains.
How do I get a cheap travel package to New Town?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a pretty penny too. A New Town vacation package makes it easy to organize your ideal trip. With more than 550 airlines all over the world to choose from, finding convenient flights that suit your busy schedule won't be a challenge. On top of that, we have over 1,000,000 hotel options globally to pick from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in New Town?
Most travelers who visit New Town include both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their to-do lists. Why not choose a hotel near these main attractions?
What are the top hotels in New Town?
If it's your first time in New Town, secure a room at The Gates Hotel Key West or Hilton Garden Inn Key West / The Keys Collection. Both hotels offer comfortable beds and are top options with lots of travelers.
How far in advance should I book my New Town vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months in advance. This is often the cheapest time to book. If circumstances have left you booking late, low prices to New Town occasionally appear a few weeks before departure.
What does an Expedia New Town travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your dream New Town vacation. You can also add on fun stuff like tours and activities once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a New Town travel package?
You'll enjoy excellent savings when you combine your hotels, flights and rental cars into a travel package. Plus, booking everything together will make your trip planning easier. So why waste time or money? Whether you're organizing a luxury romantic escape or a budget solo adventure, take a look at our vacation packages today.
Can I choose my airline with a New Town Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to pick from around the world. With so many choices, finding the right carrier to get you to New Town won't be difficult.
If I'm not able to travel, can I cancel my New Town vacation package?
Whether it's your flight or hotel, you can cancel or change it. Locked in your New Town vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may incur a fee from your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We'll help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.