Havana Vacations from $763

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The Latest Havana vacation packages

Price found within the past 48 hours. Click for updated prices.
Daffodale House B&B

Daffodale House B&B

4 out of 5
Price was $1,024, price is now $763 per person
$763
per person
Oct 3 - Oct 10
found 8 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tallahassee (TLH)
9.6/10 Exceptional! (134 reviews)
The hosts were especially attentive and pleasant. 1000's of unique/antique items in the home, quite interesting learning about many of them on a brief tour given by the host. Home cooked breakfast was great. All around, good stopover option just a little NE of Tallahassee.

Reviewed on Jun 24, 2026

BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

3 out of 5
Price was $983, price is now $799 per person
$799
per person
Oct 2 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Tallahassee (TLH)
9/10 Wonderful! (2,297 reviews)
Great value clean rooms good shower and waffles

Reviewed on Jul 18, 2026

Landing Furnished Apartments near FSU

Landing Furnished Apartments near FSU

3 out of 5
Price was $1,443, price is now $1,210 per person
$1,210
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tallahassee (TLH)
No reviews

DoubleTree by Hilton Hotel Tallahassee

DoubleTree by Hilton Hotel Tallahassee

4 out of 5
Capitol Hill
Price was $1,168, price is now $1,003 per person
$1,003
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Tallahassee (TLH)
7.4/10 Good! (1,006 reviews)
This property is under construction and i was not made aware of this when i booked. The lobby was full of plastic, paint, noise and workers. The gym is closed along with the pool and it looks to be in utter disarray. The rooms smell moldy and the bathrooms shows signs of old wear. Pretty nasty overall I would choose another location to stay especially for the price.

Reviewed on Jul 15, 2026

Days Inn & Suites by Wyndham Tallahassee Conf Center I-10

Days Inn & Suites by Wyndham Tallahassee Conf Center I-10

2 out of 5
Price was $963, price is now $833 per person
$833
per person
Oct 2 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Tallahassee (TLH)
6.6/10 (1,003 reviews)

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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.
See properties

Havana Hotel Deals

Four Points by Sheraton Tallahassee Downtown

Four Points by Sheraton Tallahassee Downtown

3 out of 5
316 W Tennessee St Tallahassee FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Aug 3 to Aug 4
$105 total
Aug 3 - Aug 4
Total with taxes and fees
Four Points by Sheraton Tallahassee Downtown
Hyatt House Tallahassee Capitol – University

Hyatt House Tallahassee Capitol – University

3 out of 5
1100 RAILROAD AVENUE Tallahassee FL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $133 total per night from Jul 26 to Jul 27
$133 total
Jul 26 - Jul 27
Total with taxes and fees
Hyatt House Tallahassee Capitol – University
DoubleTree by Hilton Hotel Tallahassee

DoubleTree by Hilton Hotel Tallahassee

4 out of 5
101 S Adams St Tallahassee FL
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $134 total per night from Jul 23 to Jul 24
$134 total
Jul 23 - Jul 24
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
"This property is under construction and i was not made aware of this when i booked. The lobby was full of plastic, paint, noise and workers. The gym is closed along with the pool and it looks to be in utter disarray. The rooms smell moldy and the bathrooms shows signs of old wear. Pretty nasty overall ..."

Reviewed on Jul 15, 2026

DoubleTree by Hilton Hotel Tallahassee
See all 827 properties in Havana
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 $763 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.