Search Deals on
Madeira Island Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A coastal town with buildings on a hillside, a beach, and rocky outcrops.

Madeira Island
Madeira Region
Portugal
Europe
Hotwire.com

Madeira Island Flight + Hotel Packages

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

Pestana Casino Park Ocean and SPA Hotel

5 out of 5

Price was $1,412, price is now $1,137 per person

$1,137

per person

Nov 22 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

Book a stay at this luxury hotel in Funchal. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Funchal Marina and Madeira Casino are located nearby.

All good

Reviewed on Sep 19, 2026

Pestana Grand Premium Ocean Resort

5 out of 5

Price was $1,756, price is now $1,303 per person

$1,303

per person

Nov 21 - Nov 26

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

Book a stay at this luxury hotel in Funchal. Enjoy free WiFi, 3 restaurants, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Funchal Marina and Centro Comercial Forum Madeira are located nearby.

Pestana Carlton Madeira Ocean Resort Hotel

5 out of 5

Price was $1,798, price is now $1,348 per person

$1,348

per person

Nov 21 - Nov 26

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

Book a stay at this luxury hotel in Funchal. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Funchal Marina and Centro Cultural da Quinta Magnólia are located nearby.

Beautiful hotel with stunning views. Staff were helpful and friendly. Great location.

Reviewed on Oct 8, 2026

Hotel Riu Madeira - All Inclusive

4 out of 5

Price was $1,859, price is now $1,430 per person

$1,430

per person

Nov 21 - Nov 26

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

Book a stay at this beach hotel in Santa Cruz. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Funchal Marina and Reis Magos Beach are located nearby.

Pestana Vila Lido Madeira Ocean Hotel

5 out of 5

Price was $1,830, price is now $1,432 per person

$1,432

per person

Nov 21 - Nov 26

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

Book a stay at this luxury hotel in Funchal. Enjoy free WiFi, a sauna, and parking (surcharge). Popular attractions Funchal Marina and Lido Bathing Complex are located nearby.

Studios by Aqua Natura Hotels

4 out of 5

Price was $1,775, price is now $1,439 per person

$1,439

per person

Nov 24 - Dec 1

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

Stay at this aparthotel in Porto Moniz. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Porto Moniz Natural Pools and Lava Pools are located nearby.

Pestana CR7 Funchal

4 out of 5

Price was $1,582, price is now $1,288 per person

$1,288

per person

Nov 21 - Nov 26

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

Stay at this hotel in Funchal. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Funchal Marina and CR7 Museum are located nearby.

Awesome location, we enjoyed spending time at the pool with a great view on the city.

Reviewed on Sep 20, 2026