Madeira Island Vacation Packages 2026 from $1,145

Madeira Island flight + hotel vacation packages

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

Dom Pedro Madeira

$1,145

per person

Mar 24 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Funchal (FNC)

This hotel features an outdoor pool, an outdoor tennis court, and a restaurant. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Pestana Quinta Perestrello

$1,283

per person

Mar 24 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Funchal (FNC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and free perks like buffet breakfast and WiFi in public areas. Self parking and a garden are also offered on site.

Pestana Casino Park Ocean and SPA Hotel

$1,237

per person

Mar 24 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Funchal (FNC)

This smoke-free hotel features a casino, a full-service spa, and a nightclub. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy a meal in one of the 3 restaurants and perks like free WiFi.

TURIM Santa Maria Hotel

$1,263

per person

Mar 24 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Funchal (FNC)

The hotel's seasonal outdoor pool, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free buffet breakfast and free WiFi. A snack bar/deli, a communal living room, and a computer station are also on offer.

Pestana Quinta do Arco Nature & Rose Garden Hotel

$1,175

per person

Mar 24 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Funchal (FNC)

This guesthouse features an outdoor pool and a rooftop terrace. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.

Top Madeira Island hotels deals

Savoy Palace - The Leading Hotels of the World - Savoy Signature

Avenida do Infante, 25 Funchal

Free Cancellation

Reserve now, pay when you stay

$357 nightly

$376 total

Jan 20 - Jan 21

Total with taxes and fees

A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy the 2 indoor pools and gym.

Pool

Spa

The Editory Ocean Way Funchal

15 Rua do Vale da Ajuda Funchal

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$173 total

Feb 1 - Feb 2

Total with taxes and fees

This smoke-free hotel features 2 restaurants, 2 outdoor pools, and an indoor pool. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Pool

Spa

Reid's Palace, A Belmond Hotel, Madeira

Estrada Monumental 139 Funchal

Free Cancellation

Reserve now, pay when you stay

$625 nightly

$654 total

Feb 16 - Feb 17

Total with taxes and fees

A full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Enjoy the gym and free perks like full breakfast and valet parking. Enjoy the sauna and unwind at the bar/lounge and poolside bar.

Pool

Breakfast included

Tui Blue Gardens - Adults Only - Savoy Signature

Azinhaga Da Casa Banca Funchal

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$109 total

Jan 20 - Jan 21

Total with taxes and fees

A nightclub, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the indoor pool and visit the 2 bars/lounges and poolside bar for drinks.

Pool

Hot Tub

The Vine

Rua Dos Aranhas Funchal

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$237 total

Jan 20 - Jan 21

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Enjoy the gym and perks like free valet parking and free WiFi.

Pool

Hot Tub

Dreams Madeira Resort Spa & Marina - All Inclusive

Sitio da Piedade Machico Madeira

Free Cancellation

Reserve now, pay when you stay

$350 nightly

$369 total

Jan 27 - Jan 28

Total with taxes and fees

This luxury hotel features free water park access, a full-service spa, and 8 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 poolside bars and enjoy the 3 outdoor pools and gym.

Pool

All inclusive

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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.

Popular places to visit

Porto Moniz Natural Pools

Commune with nature and explore the great outdoors at Porto Moniz Natural Pools during your travels in Porto Moniz. Wander the seaside in this relaxing area.

CR7 Museum

You can spend time studying the exhibits at CR7 Museum in Sé. Amble within picturesque gardens or visit the shops in this romantic area.

Funchal Farmers Market

During your trip to Santa Maria Maior, you can do some window-shopping at Funchal Farmers Market. Stroll along the area's seaside, or simply savor its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Madeira Island?

You might be surprised — you can recharge your batteries in Madeira Island for only $1,145. Allow Travelocity to save you time and stress with our awesome vacation package deals. With hotels, flights and experiences all in one place, why wait any longer?

Where can I get the best vacation package deals for Madeira Island?

Look no further than Travelocity. With access to 400 air carriers and an impressive 1,000,000 properties worldwide, selecting the ultimate Madeira Island package deal couldn't be simpler.

Why should I book my Madeira Island vacation package with Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.

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

You can with our Madeira Island vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Combine any two or more car, flight, hotel and tour bookings and see the savings start to add up. With your own ride, all the popular attractions in and around Madeira Island are a memorable road trip away.