Search Deals onEstreito da Calheta Vacation Packages
Estreito da Calheta Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Pestana CR7 Funchal
Price was $1,562, price is now $1,105 per person
$1,105
per person
Nov 14 - Nov 20
found 1 day 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.
Perfect
Reviewed on Sep 4, 2026
Pestana Casino Park Ocean and SPA Hotel
Save 100% on your flight
Price was $2,204, price is now $1,463 per person
$1,463
per person
Nov 1 - Nov 7
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.
Good basic 4 star hotel, as a base with a pool and breakfast it was fine for us. As long as a little tired decor doesn’t trigger you you’ll be great. Location is fantastic with a small park next door, shopping centre 5mins walk away and dozens of bars and restaurants nearby.
Reviewed on Aug 6, 2026
Pestana Grand Premium Ocean Resort
Price was $1,689, price is now $1,127 per person
$1,127
per person
Nov 1 - Nov 6
found 12 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 Centro Comercial Forum Madeira and Doca do Cavacas Natural Pools are located nearby.
Pestana Royal All Inclusive Ocean & Spa Resort
Price was $1,886, price is now $1,271 per person
$1,271
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
Book a stay at this luxury hotel in Funchal. Enjoy 2 outdoor pools, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Ponta Gorda Bathing Complex and Lido Bathing Complex are located nearby.
Hotel Riu Madeira - All Inclusive
Save 100% on your flight
Price was $1,996, price is now $1,350 per person
$1,350
per person
Nov 14 - Nov 20
found 1 day 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 Reis Magos Beach and Ponta da Oliveira are located nearby.
Clean rooms and exceptionally kind staff
Reviewed on Aug 27, 2026
Pestana Carlton Madeira Ocean Resort Hotel
Price was $1,795, price is now $1,224 per person
$1,224
per person
Nov 14 - Nov 20
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 a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Centro Cultural da Quinta Magnólia and Madeira Casino are located nearby.
Highly recommend! Would stay again!
Reviewed on Aug 24, 2026
Pestana Promenade Ocean Resort Hotel
Price was $1,686, price is now $1,169 per person
$1,169
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
Book a stay at this business-friendly hotel in Funchal. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Funchal Marina and Ponta Gorda Bathing Complex are located nearby.
Good
Reviewed on May 15, 2026
Casa Velha do Palheiro, Relais & Chateaux
Save 100% on your flight
Price was $2,360, price is now $1,701 per person
$1,701
per person
Nov 15 - Nov 21
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
Book a stay at this luxury country house in Funchal. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Funchal Marina and Palheiro Gardens are located nearby.
If it’s your first time in Madeira I’d suggest staying somewhere in city center, it takes 15 mins to get to this hotel. Very nice property and amenities. The staff and service is weak , shortage of staff. The breakfast buffet for a 5 starvhotel and the price was so weak as weak.
Reviewed on Aug 9, 2026
Estreito da Calheta Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Estreito da Calheta Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Nov 27 - Sun, Dec 13
LIS
Humberto Delgado
FNC
Cristiano Ronaldo
$101 Roundtrip, found 3 hours ago
$101
Roundtrip
found 3 hours ago
Fri, Nov 27 - Sun, Dec 13
LIS
Humberto Delgado
FNC
Cristiano Ronaldo
$110 Roundtrip, found 3 hours ago
$110
Roundtrip
found 3 hours ago
Sun, Sep 27 - Wed, Sep 30
FRA
Frankfurt Intl.
FNC
Cristiano Ronaldo
$329 Roundtrip, found 17 hours ago
$329
Roundtrip
found 17 hours ago
Tue, Nov 17 - Thu, Nov 26
EWR
Newark Liberty Intl. Airport
FNC
Cristiano Ronaldo
$614 Roundtrip, found 3 hours ago
$614
Roundtrip
found 3 hours ago
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