Havana Vacations from $550
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The Latest Havana vacation packages
Price found within the past 48 hours. Click for updated prices.
St James Bay Golf & Pickleball Resort
$909
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Tallahassee (TLH)
9/10 Wonderful! (412 reviews)
When we booked we thought we booked a stay in the condos but we were booked in a Villa. This Villa was very old and had outdated TV and appliances, it was more like an old motel . We contacted the manager and explained someone had said they were upgrading us so we thought that meant the condos . We talked to management and got a room in the condos. It was a 2 br so we had to pay more. Once we were moved the room was acceptable. We will not stay here again. We had to pay extra for moving rooms when I felt like they could have been more accommodating. We have stayed here before so I believe that was management's decision to place us in a sub standard room it was Ada and we did not ask for that. I was disappointed in the property itself it seems to be in need of a remodel. The Villas are not at all what we expected.
Reviewed on Aug 8, 2026
The Panacea Motel
$826
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Tallahassee (TLH)
9/10 Wonderful! (189 reviews)
This was a cute little surprise right on the highway. We arrived pretty late, after 10 for sure but our room was ready and we were definitely ready for the place to rest.
Reviewed on Aug 29, 2026
Stay near popular Havana attractions
Florida Highway Patrol Training Academy
5.0/10 (4 reviews)
Take a campus tour or just explore the area of Florida Highway Patrol Training Academy, during your travels in Havana. While in this family-friendly area, you can savor the top-notch restaurants.
Havana Hotel Deals
La Quinta Inn by Wyndham Tallahassee North
2905 N Monroe St Tallahassee FL
Fully refundableReserve now, pay when you stay
$57 nightly
$64 total
Sep 22 - Sep 23
Total with taxes and fees
5.4/10 (1,017 reviews)
"Unfortunately, we had to request a cancellation because the room was in very poor condition. The shower had visible dirt/mold, and the bed sheets were stained and did not appear clean. The hotel gave us a second room to try, but it was in a similar condition and also did not feel properly cleaned ..."
Reviewed on Sep 3, 2026
Country Inn & Suites by Radisson, Tallahassee-University Area, FL
3096 N Monroe St Tallahassee FL
Fully refundable
$92 nightly
$103 total
Sep 20 - Sep 21
Total with taxes and fees
Drury Plaza Hotel Tallahassee
1690 Raymond Diehl Rd Tallahassee FL
Fully refundableReserve now, pay when you stay
$122 nightly
$137 total
Sep 10 - Sep 11
Total with taxes and fees
9.8/10 Exceptional! (1,985 reviews)
"Everything was excellent and the place was spotlessly clean. The staff were all friendly and welcoming. I was pleasantly surprised that both breakfast and dinner were complimentary, along with three drinks each. This was my first time here and I’ll definitely be returning!"
Reviewed on Sep 4, 2026
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.
Find the Best Havana Vacation Packages
Havana Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tallahassee Intl. Airport (TLH) |
Population | 1,700 |
Max Temp Winter | 65ºF |
Max Temp Summer | 90ºF |
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Frequently asked questions
How much does a Havana vacation package cost?
You'll find cheap prices from $550 on Expedia for your Havana break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Havana costs.
What are the cheapest months to go to Havana?
If you'd like to book a cheap Havana vacation package, consider visiting in July, September and October. You'll typically find lower prices on airfares and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Havana?
The ideal duration of your Havana vacation depends on what you'd like to see. Usually, a few days to a week will give you time to tick off all the leading sights and explore some hidden gems along the way.
How to find the best Havana package deals?
Use Expedia's filters to help you find some tempting Havana package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Havana package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Havana vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Havana vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Havana?
If you're considering an impromptu Havana vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Havana vacation packages?
Jet off on your perfect trip to Havana with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
