Havana Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top Havana Vacation Deals

Price found within the past 48 hours. Click for updated prices.
TRYP by Wyndham Tallahassee North I-10 Capital Circle

TRYP by Wyndham Tallahassee North I-10 Capital Circle

3 out of 5
Price was CA $1,463, price is now CA $1,310 per person
CA $1,310
per person
Jan 13 - Jan 20
found 22 hours ago
Roundtrip flight included
Calgary (YYC) to Tallahassee (TLH)
8/10 Very good! (1,608 reviews)

The Capitol Inn Tallahassee

The Capitol Inn Tallahassee

2 out of 5
Midtown
Price was CA $3,886, price is now CA $3,369 per person
CA $3,369
per person
Jan 13 - Jan 20
found 12 hours ago
Roundtrip flight included
Calgary (YYC) to Tallahassee (TLH)
9.6/10 Exceptional! (197 reviews)
It was not clear that this was a “contactless checkin which was a bit confusing. Lovely converted home, extremely well maintained with lots of comfortable shared spaces inside and out.

Reviewed on Oct 25, 2026

Hotel Indigo Tallahassee - Collegetown by IHG

Hotel Indigo Tallahassee - Collegetown by IHG

3.5 out of 5
College Town
Price was CA $1,943, price is now CA $1,739 per person
CA $1,739
per person
Jan 13 - Jan 20
found 12 hours ago
Roundtrip flight included
Calgary (YYC) to Tallahassee (TLH)
9.4/10 Exceptional! (1,002 reviews)
Convenient parking

Reviewed on Oct 30, 2026

Candlewood Suites Tallahassee by IHG

Candlewood Suites Tallahassee by IHG

2.5 out of 5
Price was CA $1,464, price is now CA $1,314 per person
CA $1,314
per person
Jan 13 - Jan 20
found 22 hours ago
Roundtrip flight included
Calgary (YYC) to Tallahassee (TLH)
8.6/10 Excellent! (1,006 reviews)

Staybridge Suites Tallahassee by IHG

Staybridge Suites Tallahassee by IHG

3 out of 5
Price was CA $1,703, price is now CA $1,538 per person
CA $1,538
per person
Jan 13 - Jan 20
found 22 hours ago
Roundtrip flight included
Calgary (YYC) to Tallahassee (TLH)
9/10 Wonderful! (1,002 reviews)

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Havana Hotel Deals

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
The price is CA $78 per night from Nov 2 to Nov 3
CA $78
CA $99 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (2,646 reviews)
"Poorly constructed hotel, can hear pounding on ceiling and next door tv too loud"

Reviewed on Oct 30, 2026

BOB Hotels Tallahassee - Boutique on Budget
Motel 6 Tallahassee, FL - Downtown

Motel 6 Tallahassee, FL - Downtown

2 out of 5
1027 Apalachee Pkwy Tallahassee FL
Fully refundableReserve now, pay when you stay
The price is CA $65 per night from Nov 3 to Nov 4
CA $65
CA $73 total
Nov 3 - Nov 4
includes taxes & fees
5.6/10 (1,002 reviews)
"NO hot water, mold on the walls, gaps in the door allowing insects to walk in. My key stop working and I went to the front for them to rekey for my room. Staff did not ask for ID, just the room number which was extremely unsafe."

Reviewed on Oct 30, 2026

Motel 6 Tallahassee, FL - Downtown
Drury Plaza Hotel Tallahassee

Drury Plaza Hotel Tallahassee

4 out of 5
1690 Raymond Diehl Rd Tallahassee FL
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Nov 8 to Nov 9
CA $171
CA $192 total
Nov 8 - Nov 9
includes taxes & fees
9.8/10 Exceptional! (2,128 reviews)
"Great stay"

Reviewed on Oct 30, 2026

Drury Plaza Hotel Tallahassee
See all 851 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.
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Stay near popular Havana attractions

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.
See properties

Frequently asked questions

How much does a Havana vacation package cost?
Offering excellent value package deals from CA $1,310 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.