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 Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $1,635, price is now CA $1,185 per person
CA $1,185
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
If the facility had a full restaurant that is open for breakfast, lunch, dinner, would have everything.

Reviewed on Mar 7, 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $2,428, price is now CA $1,549 per person
CA $1,549
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (532 reviews)
Loved this hotel, immaculate.

Reviewed on Mar 7, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $2,603, price is now CA $1,748 per person
CA $1,748
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.4/10 Exceptional! (1,003 reviews)
Total grounds were beautiful. Some of the staff was a bit cranky. Issues getting a bike when tons on site. Pushy time share saleswoman. I would return. Rooms are beautiful!!!

Reviewed on Mar 6, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $2,608, price is now CA $1,845 per person
CA $1,845
per person
May 14 - May 20
found 5 hours ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,220 reviews)
We truly enjoyed our stay here!! Everyone was so nice!! We will definitely be back again soon

Reviewed on Mar 5, 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $3,971, price is now CA $2,826 per person
CA $2,826
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
The pool in front of our cottage was pure perfection, clean and warm!

Reviewed on Mar 2, 2026

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
Key West Historic District

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 $377 per night from Mar 8 to Mar 9
CA $377
CA $501 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (1,978 reviews)
Nice clean room and friendly knowledgeable staff

Reviewed on Mar 6, 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 $361 per night from Mar 10 to Mar 11
CA $361
CA $500 total
Mar 10 - Mar 11
includes taxes & fees
8.8/10 Excellent! (1,709 reviews)
Clean room, comfy bed

Reviewed on Mar 6, 2026

Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
The price is CA $411 per night from Apr 5 to Apr 6
CA $411
CA $500 total
Apr 5 - Apr 6
includes taxes & fees
8/10 Very Good! (1,215 reviews)
Pictures on their website are a little deceiving compared to actual. Most are from affiliate or nearby hotel amenities.

Reviewed on Mar 5, 2026

Hilton Garden Inn Key West / The Keys Collection
See all 3,114 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $1,185. 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.