Sunset Key Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Tamra Helman
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Sunset Key

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
Jul. 17 - Jul. 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
9/10 Wonderful! (1,508 reviews)
It was average. Sure did try to stick it ti me when I tried to stay an extra day.

Reviewed on Jun. 14, 2024

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Jul. 17 - Jul. 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
8.8/10 Excellent! (1,007 reviews)
Has its own beach, just walk downstairs, no driving or Uber required, No charge for umbrellas, beach chairs or towels. A bar, casual and formal dining right on the premises. Walkable to everything on Duval St. Has parking right there.

Reviewed on Jun. 13, 2024

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
per person
Aug. 26 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
7.8/10 Good! (1,572 reviews)
The property is nice & clean. Staff were great! The bed was very uncomfortable, and the blinds very flimsy.

Reviewed on Jun. 14, 2024

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Old Town Key West
Save 100% on your flight
per person
Aug. 26 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
6.6/10 (1,006 reviews)
Besides they never cleaned our room but once in 5 days after calling/asking and running out of everything. They were happy to bring stuff but not clean was strange but would definitely stay here again. amazing place/resort. Love the adult pool.

Reviewed on Jun. 8, 2024

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug. 26 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (727 reviews)
The bungalows and property are amazing and have very beautifully landscaped gardens. Great private bungalows nestled into a scenic tropical paradise. We also used the swimming pool every midday after touring numerous beaches, historic sites, and restaurants. It's perfectly located in the middle of Old Town where all the fun starts. You can Uber anywhere for around 10 dollars and they are only minutes away when requested. The only negative is the cleaning service was hit or miss, so request maid service every day. The staff is very helpful and quick to rectify any needs or issues.

Reviewed on Jun. 10, 2024

Where to stay in Sunset Key

Find the best Sunset Key areas and neighborhoods for the activities you enjoy most. Learn more about Sunset Key
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(156 area reviews)

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.

Find hotel + flight trips in Key West Historic District

Sunset Key Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jun. 16 to Jun. 17
CA $208
CA $313 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (1,518 reviews)
"Very close to the action but far enough away when you want to relax."

Reviewed on Jun. 12, 2024

Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Jul. 7 to Jul. 8
CA $259
CA $378 total
includes taxes & fees
Jul 7 - Jul 8
8.4/10 Very Good! (1,800 reviews)
"WE LOVED THE STAFF, EVERYONE WAS SO NICE & HELPFUL. THE BREAKFAST WAS DELICIOUS. THE COURTESY SHUTTLE WAS THE BEST."

Reviewed on Jun. 11, 2024

Margaritaville Beach House Key West
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Jun. 18 to Jun. 19
CA $276
CA $397 total
includes taxes & fees
Jun 18 - Jun 19
8.2/10 Very Good! (1,892 reviews)
"The resort itself was lovely, but the cleaning staff could do better. When they came, they refilled the water, made the beds and put new towels. However, they did not sweep up or vacuum the rooms at all - since we have access to beach and outside, dirt accumulates. We did our best by keeping shoes ..."

Reviewed on Jun. 10, 2024

Southernmost Beach Resort
See all 2,693 properties in Sunset Key
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $1,401. 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.

Other vacations you might like

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