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

New Town Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest New Town Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 28 - Jan 2

    Blue Flamingo Resort Key West + Flight

    New Town
    5 nights
    4.0 star property
    8.6/10 - Excellent (2,783 reviews)
    "The room was clean & comfortable and had a waterfront view but you had to look past the hustle & bustle of US 1. The room was surprisingly quiet given the road noise. The resort was charming and had 2 pools. Resort could provide some more pool floaties for those that love relax in the pool. Perhaps those with cup holders for the fabulous drinks! There are lots of activities in "The Backyard" like bocce, foosball, shuffleboard, ping pong, giant chess, a putting green and even a converted..."
    Reviewed November 9, 2026
    Roundtrip • Detroit (DTW) - Key West (EYW)
    DTW - MIA • Nonstop MIA - DTW • 1 stop
    CA $3,466
    CA $2,509
    per traveller
    found 9 hours ago
    Blue Flamingo Resort Key West
  • Dec 28 - Jan 2

    The Key West Hotel + Flight

    Key West Historic District
    5 nights
    3.0 star property
    9.2/10 - Wonderful (565 reviews)
    "Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!"
    Reviewed October 29, 2026
    Roundtrip • Detroit (DTW) - Key West (EYW)
    DTW - MIA • Nonstop MIA - DTW • 1 stop
    CA $6,178
    CA $3,954
    per traveller
    found 9 hours ago
    The Key West Hotel
  • Dec 28 - Jan 2

    Southernmost House - Adult Exclusive + Flight

    Old Town Key West
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,003 reviews)
    Roundtrip • Detroit (DTW) - Key West (EYW)
    DTW - MIA • Nonstop MIA - DTW • 1 stop
    CA $5,596
    CA $4,000
    per traveller
    found 9 hours ago
    Southernmost House - Adult Exclusive
  • Jan 10 - Jan 16

    Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool! + Flight

    Old Town Key West
    6 nights
    3.0 star property
    10/10 - Exceptional (1 review)
    "Loved the closeness to Duval st and the privacy "
    Reviewed October 17, 2025
    Roundtrip • Toronto (YYZ) - Key West (EYW)
    YYZ - EYW • 1 stop EYW - YYZ • 1 stop
    CA $7,722
    CA $5,520
    per traveller
    found 3 hours ago
    Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
  • Dec 28 - Jan 2

    The Marker Key West Harbor Resort + Flight

    Key West Historic District
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,046 reviews)
    Roundtrip • Detroit (DTW) - Key West (EYW)
    DTW - MIA • Nonstop MIA - DTW • 1 stop
    CA $6,384
    CA $4,637
    per traveller
    found 9 hours ago
    The Marker Key West Harbor Resort

Where to stay in New Town

Find the best New Town areas and neighborhoods for the activities you enjoy most.

Old Town Key West

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.

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.

Key West Historic District

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.

Uptown - Upper Duval

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

What to do near New Town

New Town Hotel Deals

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.

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 $2,509. 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.