Cuba Vacation Packages 2026 from $1,419

Cuba flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Dom Jose Beach Hotel

Cavacos

$1,419

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Faro (FAO)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Vale do Lobo Resort

Vale do Lobo

$1,663

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Faro (FAO)

This luxury resort features a golf course, a full-service spa, and a nightclub. Enjoy a meal in one of the 15 restaurants and free perks like free self parking and a beach shuttle. Relax with a drink at one of the 3 beach bars and enjoy the 10 outdoor tennis courts and indoor pool.

Four Seasons Vilamoura

Vilamoura

$1,508

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Faro (FAO)

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. There's fun for all ages with a children's club and a playground, and in-room childcare is an added bonus. Enjoy the indoor pool and perks like free self parking and free WiFi.

The Magnolia Hotel

$1,877

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Faro (FAO)

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a playground and an arcade/game room, and complimentary bicycles are available on site. Enjoy the gym and free perks like buffet breakfast and free self parking.

TURIM Presidente Hotel

$1,581

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Faro (FAO)

This hotel features 2 outdoor pools and a poolside bar. WiFi in public areas is free. Self parking, a 24-hour business center, and a snack bar/deli are also offered.

Top Cuba hotels deals

Cuba Real

Rua Luís de Camões 24, 7940-161 Cuba, Portugal Cuba

Get rates

This bed & breakfast features an outdoor pool and a poolside bar. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A garden is also provided.

Pool

Breakfast included

Holiday Inn Beja by IHG

R.de Lisboa. Beja

Free Cancellation

$59 nightly

$63 total

Nov 1 - Nov 2

Total with taxes and fees

The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Self parking, a coffee shop, and luggage storage are also offered.

Pool

Free WiFi

Vitória Stone Hotel

Rua Diana de Lis, 5 Évora

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$104 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features 3 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Parking included

Noble House Essence Évora - by Unlock Hotels

Rua Freiria De Baixo, 16 Évora

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$80 total

Nov 1 - Nov 2

Total with taxes and fees

A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A terrace, a snack bar/deli, and dry cleaning are also on offer.

Pet friendly

Free WiFi

Hilton Garden Inn Evora

Travessa Joao Rosa Évora

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$84 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Pool

Pet friendly

Évora Olive Hotel

Rua de Eborim, 18 Évora

$64 nightly

$72 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Enjoy the indoor pool and perks like free self parking.

Pool

Spa

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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.

Frequently asked questions

How much are vacation packages to Cuba?

$1,419 is all you need to spend for an unforgettable break in Cuba. Bundle your hotel and flights into a vacation package with Travelocity and watch all the savings add up. With prices as good as these, it's never been more tempting to travel.

Where can I get the best vacation package deals for Cuba?

Travelocity is here to help you get a Cuba package deal. With more than 400 partner airlines and 1,000,000 properties around the world, we know you'll be able to put together the perfect itinerary.

Why should I purchase my Cuba vacation bundle with Travelocity?

With first-rate service, 24/7 customer support and some of the most perfect escapes imaginable, you'll never roam alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.

Will I save money on my Cuba car rental if I book it with my hotel or flight?

With a Cuba vacation package, you can combine your flight, hotel and car bookings and save a whole lot. If you're in the mood to explore the best of this impressive city, why not start with Seville Cathedral? This popular attraction is 120 mi from Cuba. With your own set of wheels, you'll be there soon enough.

Where should I stay when visiting Cuba?

Many visitors opt to stay at the Casa Girassol. It's the perfect base for your Cuba escape.