Key West Vacation Packages

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Your Key West Vacation

The hassle-free way to experience this interesting city is with a customized Key West vacation package. Base yourself in the neighborhood of Downtown Dubuque, which is good for bars and pubs, culture and cafes or choose someplace else — our package deals are all about you. Diamond Jo Casino, National Mississippi River Museum and Aquarium and Q Casino are just some of the attractions you'll want to check out during your trip to Key West. Your dream Key West vacation is only clicks away. Search flights, accommodations and more on Expedia for a getaway that's tailored to suit your style.

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Key West Hotel Deals

Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr, Galena, IL
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 24 to Aug 25
CA $135
CA $150 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (1,206 reviews)
"Clean, friendly staff."

Reviewed on Aug. 5, 2025

Stoney Creek Inn Galena
Hotel Julien Dubuque

Hotel Julien Dubuque

3.5 out of 5
200 Main Street, Dubuque, IA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Sep 3 to Sep 4
CA $147
CA $166 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (1,555 reviews)
LOUD a/c
"Great historic hotel with a cool history. Rooms are big and have great views. A/C was pulsating ALL night."

Reviewed on Aug. 6, 2025

Hotel Julien Dubuque
Days Inn by Wyndham Dubuque

Days Inn by Wyndham Dubuque

2 out of 5
1111 Dodge St, Dubuque, IA
Fully refundableReserve now, pay when you stay
The price is CA $70 per night from Aug 11 to Aug 12
CA $70
CA $79 total
Aug 11 - Aug 12
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"Nice"

Reviewed on Aug. 4, 2025

Days Inn by Wyndham Dubuque
See all 553 properties in Key West
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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Discover the most popular places to visit in Key West

National Mississippi River Museum and Aquarium showing interior views

National Mississippi River Museum and Aquarium

4/5(1 review)

Learn about the region’s history and its aquatic life in one location. The role of this important river becomes apparent through the many interactive exhibits.

National Mississippi River Museum and Aquarium
Crystal Lake Cave which includes caves

Crystal Lake Cave

The subterranean world can be an exotic and spellbinding environment. Visit this exquisite cave that has been carved by nature over millions of years.

Crystal Lake Cave
Eagle Point Park which includes a garden

Eagle Point Park

Have a picnic while overlooking one of America’s great rivers and three states on a visit to this park that is popular among residents and travelers.

Eagle Point Park

What to do in Key West

Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour

CA $136
per adult
100% of travellers recommend
Downtown Galena Food and Drink Tour
See all activities in Key West

Frequently asked questions

How much does a Key West vacation package cost?
You'll find cheap prices on Expedia for your Key West break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Key West costs.
What are the cheapest months to go to Key West?
You can generally find lower rates and greater availability in January, February and November. Browse our cheap Key West vacation packages and you could get some excellent off-season deals.
How many days is enough for Key West?
For a Key West vacation, a handful of days will be enough to see all the highlights. Make sure to check out Five Flags Centre — it's one of the top sights in this destination. If you're looking for more activities, consider basing yourself here and setting off on some day trips from Key West.
How to find the best Key West package deals?
Use Expedia's filters to help you find some great Key West package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Key West package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Key West vacation as a package?
You can enjoy significant savings on your next Key West retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Key West?
Secure incredible bargains by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Key West break.
How to plan a trip to Key West?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Key West.
  2. Set a budget: Factor in costs like flights, transportation and food when calculating how much to save for your trip to Key West. Then, pick a hotel that fits your budget, whether that's an economical stay or a swankier retreat.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Key West. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Key West vacation package.

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