Search Deals onCalheta Vacation Packages
Calheta Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Moon & Sun Funchal
Price was $1,537, price is now $1,129 per person
$1,129
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
Stay at this hotel in Funchal. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Funchal Marina and Town Square are located nearby.
Amazing hotel and staff! Very clean and lovely rooftop bar and pool - front desk gave many great recommendations, from hikes to restaurants. Would absolutely stay again! Recommended a parking lot 5 minute walk away that’s only €4.50 per day, so was easy to have a rental car.
Reviewed on Jul 20, 2026
Pestana Grand Premium Ocean Resort
Price was $2,227, price is now $1,450 per person
$1,450
per person
Sep 7 - Sep 12
found 18 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 Lido Bathing Complex and Funchal Marina are located nearby.
Hotel could do with refurbishment
Reviewed on May 16, 2026
Pestana Casino Park Ocean and SPA Hotel
Price was $1,893, price is now $1,292 per person
$1,292
per person
Sep 21 - Sep 27
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 Town Square are located nearby.
This location was beautiful. Staff amazing! Breakfast buffet the best, I’ve ever had. The lobby and surrounding grounds amazing. Great room! Highly recommend.
Reviewed on Jun 30, 2026
Pestana Royal All Inclusive Ocean & Spa Resort
Price was $2,853, price is now $2,000 per person
$2,000
per person
Sep 1 - Sep 7
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Lido Bathing Complex and Funchal Marina are located nearby.
Pestana Royal is a very outdated hotel. If you are looking for clean modern look that is not the place for you.
If you are looking for a place with high quality food that is not the right place. Food quality is very poor.
It is a very mediocre place with clean rooms and very mediocre food.
Reviewed on Jun 19, 2026
Pestana Promenade Ocean Resort Hotel
Price was $2,748, price is now $1,965 per person
$1,965
per person
Sep 1 - Sep 7
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Lido Bathing Complex and Funchal Marina are located nearby.
Good
Reviewed on May 15, 2026
Pestana Carlton Madeira Ocean Resort Hotel
Price was $2,607, price is now $1,866 per person
$1,866
per person
Sep 1 - Sep 7
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Lido Bathing Complex are located nearby.
Loved this hotel
Reviewed on Jul 17, 2026
Hotel Riu Madeira - All Inclusive
Price was $2,233, price is now $1,656 per person
$1,656
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 Farmers Market and Town Square are located nearby.
The resort is amazing, super clean. The buffets are excellent, tons of selections, staffs are very friendly.
The room was spacious and perfect.
We really enjoy are stay, and we will be back.
Reviewed on Jun 6, 2026
Hyatt Ziva Madeira
Price was $1,666, price is now $1,257 per person
$1,257
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
Book a stay at this luxury hotel in Machico. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Madeira Whale Museum and Sao Lourenco Point are located nearby.
Calheta Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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.
Thu, Aug 27 - Fri, Sep 4
LIS
Humberto Delgado
FNC
Cristiano Ronaldo
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Sat, Sep 26 - Thu, Oct 1
FRA
Frankfurt Intl.
FNC
Cristiano Ronaldo
$422 Roundtrip, found 3 days ago
$422
Roundtrip
found 3 days ago
Tue, Sep 8 - Mon, Sep 21
EWR
Newark Liberty Intl. Airport
FNC
Cristiano Ronaldo
$622 Roundtrip, found 6 days ago
$622
Roundtrip
found 6 days ago
Mon, Sep 14 - Tue, Sep 22
JFK
John F. Kennedy Intl.
FNC
Cristiano Ronaldo
$628 Roundtrip, found 6 days ago
$628
Roundtrip
found 6 days ago
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