Havana Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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

Find the Best Havana Vacation Packages

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 AEDĀ 404 per night from Aug 6 to Aug 7
AEDĀ 404
AEDĀ 455 total
6 Aug - 7 Aug
includes taxes & fees
Four Points by Sheraton Tallahassee Downtown
Hyatt House Tallahassee Capitol ā€“ University

Hyatt House Tallahassee Capitol ā€“ University

3 out of 5
1100 RAILROAD AVENUE Tallahassee FL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 433 per night from Aug 6 to Aug 7
AEDĀ 433
AEDĀ 488 total
6 Aug - 7 Aug
includes taxes & fees
Hyatt House Tallahassee Capitol ā€“ University
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 AEDĀ 477 per night from Jul 23 to Jul 24
AEDĀ 477
AEDĀ 537 total
23 Jul - 24 Jul
includes taxes & fees
9.8/10 Exceptional! (1,851 reviews)
"Always good at a Drury. Excellent amenities."

Reviewed on 20 July 2026

Drury Plaza 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.

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

Frequently asked questions

How much does a Havana vacation package cost?
Offering excellent value package deals 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 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," "Traveler 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 traveling 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.
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.
How to plan a trip to Havana?

  1. Pick the right time to travel: Your schedule, favorite 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.