Havana Vacation Packages

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    Save 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.
Best Western Executive Inn

Best Western Executive Inn

2.5 out of 5
Price was CA $900, price is now CA $854 per person
CA $854
per person
Aug 22 - Aug 25
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallahassee (TLH)
7.2/10 Good! (546 reviews)
Great

Reviewed on Jul 13, 2026

Rose Garden Inn & Suites

Rose Garden Inn & Suites

2 out of 5
Price was CA $4,801, price is now CA $4,588 per person
CA $4,588
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Moncton (YQM) to Tallahassee (TLH)
7.4/10 Good! (451 reviews)
Everything was good easy access

Reviewed on Jun 28, 2026

Holiday Inn Express & Suites Thomasville by IHG

Holiday Inn Express & Suites Thomasville by IHG

2.5 out of 5
Price was CA $5,152, price is now CA $4,953 per person
CA $4,953
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Moncton (YQM) to Tallahassee (TLH)
8.4/10 Very good! (592 reviews)
Toilet was easy to get stopped up and could not handle multiple flushes

Reviewed on Jul 14, 2026

Daffodale House B&B

Daffodale House B&B

4 out of 5
Price was CA $4,975, price is now CA $4,798 per person
CA $4,798
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Moncton (YQM) 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

Commodore Bed and Breakfast

Commodore Bed and Breakfast

2 out of 5
Price was CA $5,069, price is now CA $4,909 per person
CA $4,909
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Moncton (YQM) to Tallahassee (TLH)
9/10 Wonderful! (15 reviews)
Absolutely gorgeous. Loved the decor and the entire grounds. The breakfast was amazing and the atmosphere was relaxing. Perfect little stop for rest. Real nice area as well.

Reviewed on May 2, 2026

Ready to book your vacation to Havana?

 

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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
The price is CA $150 per night from Jul 16 to Jul 17
CA $150
CA $169 total
Jul 16 - Jul 17
includes taxes & fees
8.6/10 Excellent! (1,182 reviews)
"The girls enjoyed their stay."

Reviewed on Jul 12, 2026

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
The price is CA $167 per night from Jul 26 to Jul 27
CA $167
CA $188 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,709 reviews)
"Room a great size for families. Great location. Great value."

Reviewed on Jul 14, 2026

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
The price is CA $168 per night from Jul 23 to Jul 24
CA $168
CA $189 total
Jul 23 - Jul 24
includes taxes & fees
7.4/10 Good! (1,007 reviews)
"The hotel is under construction. The elevators don't work. The gym is closed. The pool is difficult to access - Requires walking outside, uphill on a long, steep parking garage ramp. If traveling with older adults, anyone in a wheelchair or anyone with difficulty walking, it makes the pool virtually ..."

Reviewed on Jul 14, 2026

DoubleTree by Hilton Hotel Tallahassee
See all 830 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 $854 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.