Havana Vacations from $720

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The Latest Havana vacation packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Tallahassee-University Area, FL

Country Inn & Suites by Radisson, Tallahassee-University Area, FL

2.5 out of 5
Price was $890, price is now $720 per person
$720
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
8.2/10 Very Good! (1,378 reviews)
Friendly Staff. Clean Room

Reviewed on Dec 21, 2025

DoubleTree by Hilton Hotel Tallahassee

DoubleTree by Hilton Hotel Tallahassee

4 out of 5
Capitol Hill
Save 100% on your flight
Price was $1,821, price is now $1,341 per person
$1,341
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
7.4/10 Good! (1,004 reviews)
Upscale decor, perfect location. To save the $35 pr day parking, take a metered street spot overnight right outside their door, and meters are off (free) on weekends and after 8pm weekdays.

Reviewed on Dec 22, 2025

Home2 Suites by Hilton Tallahassee State Capitol

Home2 Suites by Hilton Tallahassee State Capitol

3 out of 5
Price was $1,173, price is now $918 per person
$918
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
8.4/10 Very Good! (1,004 reviews)
Clean and comfy rooms. Polite and helpful staff. Delicious breakfast in the morning

Reviewed on Dec 21, 2025

Staybridge Suites Tallahassee by IHG

Staybridge Suites Tallahassee by IHG

3 out of 5
Price was $1,091, price is now $874 per person
$874
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
9/10 Wonderful! (1,002 reviews)
I was wanting taco salad for dinner, and it was taco night at the hotel. So good

Reviewed on Dec 23, 2025

La Familia Stay Inn

La Familia Stay Inn

2 out of 5
Price was $1,884, price is now $1,539 per person
$1,539
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
5.4/10 (20 reviews)
Room was clean and staff was super nice. Really enjoyed my stay.

Reviewed on Dec 16, 2025

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Discover the most popular places to visit in Havana

Florida Highway Patrol Training Academy

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.

Florida Highway Patrol Training Academy

Pat Thomas Law Enforcement Academy

Take a campus tour or just explore the area of Pat Thomas Law Enforcement Academy, during your travels in Havana. While in this family-friendly area, you can savor the top-notch restaurants.

Pat Thomas Law Enforcement Academy

Havana Hotel Deals

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
$81 nightly
The price is $91 total per night from Dec 27 to Dec 28
$91 total
Dec 27 - Dec 28
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
Big rooms and very clean!

Reviewed on Dec 17, 2025

DoubleTree by Hilton Hotel Tallahassee
BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

3 out of 5
1695 Capital Circle N.W Tallahassee FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $74 total per night from Dec 28 to Dec 29
$74 total
Dec 28 - Dec 29
Total with taxes and fees
9/10 Wonderful! (1,722 reviews)
Clean room

Reviewed on Dec 17, 2025

BOB Hotels Tallahassee - Boutique on Budget
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
$89 nightly
The price is $100 total per night from Jan 4 to Jan 5
$100 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (1,049 reviews)
Good location

Reviewed on Dec 17, 2025

Four Points by Sheraton Tallahassee Downtown
See all 802 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 $720 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.