A beach with a pier, palm trees, and a boat in the water.
Photo by Russell Hewatt
Open Photo by Russell Hewatt

Sunset Key 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 Sunset Key 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 (2,782 reviews)
    Roundtrip • Detroit (DTW) - Key West (EYW)
    DTW - MIA • Nonstop MIA - DTW • 1 stop
    CA $3,466
    CA $2,509
    per traveller
    found 4 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 4 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 4 hours ago
    Southernmost House - Adult Exclusive
  • 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 4 hours ago
    The Marker Key West Harbor Resort
  • Dec 28 - Jan 2

    The Perry Hotel & Marina Key West + Flight

    Stock Island
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,317 reviews)
    Roundtrip • Detroit (DTW) - Key West (EYW)
    DTW - MIA • Nonstop MIA - DTW • 1 stop
    CA $4,212
    CA $3,101
    per traveller
    found 4 hours ago
    The Perry Hotel & Marina Key West

Where to stay in Sunset Key

Find the best Sunset Key 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.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

What to do near Sunset Key

Sunset Key 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 Sunset Key vacation package cost?

Create unforgettable memories with our Sunset Key vacation packages, which start from only CA $2,509. Handpick the flights and hotels that fit your travel plans. Then, add on a couple of sightseeing tours for a memorable escape.

How do I get a cheap travel package to Sunset Key?

Our Sunset Key vacation packages offer plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and tours into one neat package. But low prices are just the beginning of your next epic adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotel options globally to select from. Whatever your style or budget, there's a vacation package here just for you.

Where should I stay in Sunset Key?

Most visitors who travel to Sunset Key put both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their itineraries. Why not book a hotel near these top attractions?

How far in advance should I book my Sunset Key vacation?

It can be tricky to know exactly when is the ideal time to book your Sunset Key vacation. But typically the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels nearly 12 months before departure. If you're thinking of a last-minute getaway, no need to fret! There are fabulous bargains popping up on Expedia all the time.

What does an Expedia Sunset Key travel package include?

Flights, rental cars and hotels — you'll discover them all here. With Expedia, you can shape your Sunset Key travel package the way you want. All you have to do is determine just what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the bigger the savings!

What should I know before booking a Sunset Key travel package?

Whether it's relaxation or adventure you're chasing, a Sunset Key vacation package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the bigger the savings!

Can I choose my airline with a Sunset Key Expedia vacation package?

Yes — that's the beauty of an Expedia package. You're in control. We have access to more than 550 partner airlines all over the world, so you have lots of choice when organizing your Sunset Key escape.

If I'm not able to travel, can I cancel my Sunset Key vacation package?

If your travel plans in Sunset Key have been upended, it's a relief to know that it's possible to cancel or amend your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a cancellation fee. To find out more, check our Customer Service Portal.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.