Santana Vacations from $1,375

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The Latest Santana Vacation Packages

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

Pestana Quinta Perestrello

$1,375
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
9.8/10 Exceptional! (46 reviews)
Clean room, nice garden view, very good breakfast

Reviewed on Jul 26, 2026

The Cliff Bay, by PortoBay

The Cliff Bay, by PortoBay

$2,185
per person
Oct 28 - Nov 4
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
9.8/10 Exceptional! (953 reviews)
Fantastic hotel and stay. All staff members were extremely friendly and helpful. I was even surprised with a cake on my birthday :). The hotel bars and breakfast were all great. There are many restaurants within walking distance and there are also several restaurants at the hotel although I did not visit those. The pools are very nice, the ocean access is great for an island with few beaches, and the ocean views are lovely. There is music every night at the bar and plenty to do at the hotel! The room itself was very clean and refreshed frequently. This is a 5 star hotel for a reason

Reviewed on Aug 12, 2026

Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

$1,410
per person
Nov 3 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
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 Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

$1,995
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
8.8/10 Excellent! (1,000 reviews)
Great Hotel with excellent service

Reviewed on Aug 9, 2026

Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

$1,669
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
9.2/10 Wonderful! (283 reviews)

Santana Hotel Deals

Santana in Nature Bed & Breakfast

Santana in Nature Bed & Breakfast

Estrada Regional 1 Santana Madeira
Fully refundableReserve now, pay when you stay
$119 nightly
$129 total
Aug 16 - Aug 17
Total with taxes and fees
8/10 Very Good! (157 reviews)
"Très bien situé, vue sur l’océan spectaculaire, piscine et bain à remous fort apprécié. Nous recommandons."

Reviewed on Aug 10, 2026

Santana in Nature Bed & Breakfast
Hotel Quinta Do Furao

Hotel Quinta Do Furao

Achada Do Gramacho Santana
Fully refundableReserve now, pay when you stay
$306 nightly
$327 total
Sep 13 - Sep 14
Total with taxes and fees
9.6/10 Exceptional! (201 reviews)
"Parfait"

Reviewed on Aug 7, 2026

Hotel Quinta Do Furao
Hyatt Ziva Madeira

Hyatt Ziva Madeira

Sitio da Piedade Machico Madeira
Fully refundableReserve now, pay when you stay
$243 nightly
$257 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (261 reviews)
"Personnels were amazing but not enough so service was slow."

Reviewed on Aug 12, 2026

Hyatt Ziva Madeira
See all 5,463 properties in Santana
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.

Stay near popular Santana attractions

Madeira Theme Park

8.0/10 (17 reviews)
Enjoy a fun-filled day at Madeira Theme Park during your trip to Santana. Amble around this relaxing area's seaside and enjoy its lively bars.
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Pico Das Pedras

8.8/10 (8 reviews)
You can take time to visit Pico Das Pedras during your travels to Santana. Wander the seaside and picturesque gardens in this relaxing area.
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Santana Traditional Houses

Learn about the local history of Santana when you take a trip to Santana Traditional Houses. Amble within picturesque gardens or visit the spas in this relaxing area.
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Maze

Enjoy an outing to Maze during your stay in Santana. Check out the spas and top-notch restaurants in this relaxing area.
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Igreja Matriz de Santana

Igreja Matriz de Santana is just one of the places to see in Santana, so why not enjoy the other things to explore during your travels? Wander the seaside and picturesque gardens in this relaxing area.
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Things to do

City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour

City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras

$30
per adult
80% of travellers recommend
City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras
Picture 26 for Activity Madeira: Skywalk, Porto Moniz, Seixal, and Fanal Jeep Tour

Madeira: Skywalk, Porto Moniz, Seixal, and Fanal 4WD Tour

$78
per adult
98% of travellers recommend
Madeira: Skywalk, Porto Moniz, Seixal, and Fanal 4WD Tour
From Funchal: Nuns Valley, Monte and Sleigh Ride Tour

From Funchal: Nuns Valley, Monte and Sleigh Ride Tour

$50
per adult
94% of travellers recommend
From Funchal: Nuns Valley, Monte and Sleigh Ride Tour
See all activities in Santana

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.