Havana Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Havana Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Landing Furnished Apartments near FSU
CA $1,544
per person
Oct 10 - Oct 15
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallahassee (TLH)
7/10 Good! (2 reviews)
Like how secluded the property is. Needs major fixture upgrades in the bathrooms. Had issues with toilets and shower. The remodel was done poorly in the restrooms. I won’t stay again due to bathroom issues. Toilets are small, fixtures were loose, paint splatter in floors, caulking was mess in both bathrooms.
Reviewed on Aug 24, 2026
St James Bay Golf & Pickleball Resort
CA $1,433
per person
Oct 18 - Oct 24
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) 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 This Villa was very old and had outdated TV and appliances, it was more like an old motel .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
Ready to book your vacation to Havana?
Havana Hotel Deals
La Quinta Inn by Wyndham Tallahassee North
2905 N Monroe St Tallahassee FL
Fully refundableReserve now, pay when you stay
CA $79
CA $88 total
Sep 22 - Sep 23
includes taxes & 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
CA $127
CA $143 total
Sep 20 - Sep 21
includes taxes & fees
Drury Plaza Hotel Tallahassee
1690 Raymond Diehl Rd Tallahassee FL
Fully refundableReserve now, pay when you stay
CA $168
CA $189 total
Sep 13 - Sep 14
includes taxes & fees
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.
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.
Pat Thomas Law Enforcement Academy
7.2/10 (14 reviews)
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.
Frequently asked questions
How much does a Havana vacation package cost?
Offering excellent value package deals from CA $1,056 on Expedia, you'll be thrilled with how little a vacation to Havana costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Havana?
The off-season is the best time to head to Havana if you're hoping to keep costs down. Another tip for scoring cheap Havana vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Havana?
Usually, a handful of days is enough to explore the major sights during your Havana vacation. However, if you'd like to have more time to rest or take day tours, think about extending your itinerary.
How to find the best Havana package deals?
Landing a cheap Havana package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Havana package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Havana vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can tailor your Havana escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
How to plan a trip to Havana?
- Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Havana.
- Set your budget: Consider expenses such as transportation, flights and meals when calculating how much to put aside for your trip to Havana. Then, select a hotel that matches your budget, whether that's an affordable option or a more luxurious retreat.
- Decide how many days away: Start by listing all the attractions and activities you'd like to get to in Havana. Then, estimate how long you'll need at each, including any travel time.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Havana vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
