Cheap Vacations in Santa Cruz

Choose two or more items and save on your trip:

4-night Santa Cruz vacations

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

Hotel Monte Carlo

3 out of 5
Price was $311, price is now $262 per person
$262
per person
Oct 15 - Oct 19
found 8 hours ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Pestana Casino Studios

Pestana Casino Studios

4 out of 5
Save 100% on your flight
Price was $669, price is now $458 per person
$458
per person
Oct 15 - Oct 19
found 8 hours ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Solar de Boaventura

Solar de Boaventura

3 out of 5
Price was $447, price is now $362 per person
$362
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Sé Boutique Hotel

Sé Boutique Hotel

4 out of 5
Price was $514, price is now $418 per person
$418
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Enotel Sunset Bay

Enotel Sunset Bay

4 out of 5
Price was $641, price is now $540 per person
$540
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Muthu Raga Madeira Hotel

Muthu Raga Madeira Hotel

4 out of 5
Price was $351, price is now $303 per person
$303
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Hotel Madeira

Hotel Madeira

3 out of 5
Price was $434, price is now $390 per person
$390
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Imperatriz 1A by Homie

Imperatriz 1A by Homie

2 out of 5
Price was $444, price is now $403 per person
$403
per person
Oct 15 - Oct 19
found 8 hours ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Vila Lusitânia

Vila Lusitânia

3 out of 5
Price was $363, price is now $331 per person
$331
per person
Oct 15 - Oct 19
found 8 hours ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Valley View Hotel Encumeada

Valley View Hotel Encumeada

3 out of 5
Price was $318, price is now $294 per person
$294
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Apartamentos Fernão Ornelas

Apartamentos Fernão Ornelas

4 out of 5
Price was $551, price is now $510 per person
$510
per person
Oct 15 - Oct 19
found 8 hours ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Stone House Rochinha by Homie

Stone House Rochinha by Homie

2 out of 5
Price was $459, price is now $426 per person
$426
per person
Oct 15 - Oct 19
found 8 hours ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)

5-night Santa Cruz vacations

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

Madeira Regency Cliff

4 out of 5
Price was $1,383, price is now $1,208 per person
$1,208
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Price was $1,976, price is now $1,454 per person
$1,454
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

5 out of 5
Price was $1,630, price is now $1,227 per person
$1,227
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

5 out of 5
Price was $1,842, price is now $1,400 per person
$1,400
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

5 out of 5
Price was $1,770, price is now $1,361 per person
$1,361
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Pestana Promenade Ocean Resort Hotel

Pestana Promenade Ocean Resort Hotel

4 out of 5
Price was $1,725, price is now $1,344 per person
$1,344
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Pestana Miramar Garden & Ocean Resort

Pestana Miramar Garden & Ocean Resort

4 out of 5
Price was $1,715, price is now $1,362 per person
$1,362
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
The Vine

The Vine

5 out of 5
Price was $2,241, price is now $1,848 per person
$1,848
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Moon & Sun Funchal

Moon & Sun Funchal

4 out of 5
Price was $1,599, price is now $1,335 per person
$1,335
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Aqua Natura Bay

Aqua Natura Bay

4 out of 5
Price was $1,519, price is now $1,283 per person
$1,283
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Hyatt Ziva Madeira

Hyatt Ziva Madeira

5 out of 5
Price was $1,513, price is now $1,291 per person
$1,291
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
Madeira Turim Santa Maria Hotel

Madeira Turim Santa Maria Hotel

4 out of 5
Price was $1,500, price is now $1,328 per person
$1,328
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)

6-7 night Santa Cruz vacations

Price found within the past 48 hours. Click for updated prices.
Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels

4 out of 5
Price was $1,926, price is now $1,620 per person
$1,620
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

5 out of 5
Price was $2,533, price is now $1,820 per person
$1,820
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Price was $2,662, price is now $1,975 per person
$1,975
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Moon & Sun Funchal

Moon & Sun Funchal

4 out of 5
Price was $2,127, price is now $1,668 per person
$1,668
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Pestana Churchill Bay

Pestana Churchill Bay

4 out of 5
Price was $2,156, price is now $1,711 per person
$1,711
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
1905 Zino's Palace

1905 Zino's Palace

4 out of 5
Price was $2,307, price is now $1,888 per person
$1,888
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Madeira Turim Santa Maria Hotel

Madeira Turim Santa Maria Hotel

4 out of 5
Price was $2,198, price is now $1,854 per person
$1,854
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Casa Velha do Palheiro, Relais & Chateaux

Casa Velha do Palheiro, Relais & Chateaux

5 out of 5
Price was $3,808, price is now $3,254 per person
$3,254
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Aqua Natura Bay

Aqua Natura Bay

4 out of 5
Price was $1,975, price is now $1,690 per person
$1,690
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
The Vine

The Vine

5 out of 5
Price was $3,060, price is now $2,662 per person
$2,662
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Hyatt Ziva Madeira

Hyatt Ziva Madeira

5 out of 5
Price was $1,886, price is now $1,661 per person
$1,661
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
Villa Alto Boutique Hotel

Villa Alto Boutique Hotel

3 out of 5
Price was $1,852, price is now $1,635 per person
$1,635
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)

Flight deals to Santa Cruz

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Mar 12 - Mon, Mar 15
LIS
Lisbon
FNC
Madeira Island
$87 Roundtrip, found 3 days ago
$87
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Fri, Mar 12 from Lisbon to Madeira Island, returning Mon, Mar 15, priced at $87 found 3 days ago
Fri, Mar 12 - Mon, Mar 15
LIS
Lisbon
FNC
Madeira Island
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Ryanair flight, departing Fri, Mar 12 from Lisbon to Madeira Island, returning Mon, Mar 15, priced at $117 found 3 days ago
Fri, Mar 12 - Mon, Mar 15
LIS
Lisbon
FNC
Madeira Island
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select easyJet flight, departing Fri, Mar 12 from Lisbon to Madeira Island, returning Mon, Mar 15, priced at $125 found 3 days ago

Top rated hotels for your Santa Cruz vacation

Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Praia dos Reis Magos Santa Cruz
3.66 mi from city center
$372 nightly
The price is $392 total per night
$392 total
Sep 19 - Sep 20
Total with taxes and fees
With a stay at Hotel Riu Madeira - All Inclusive in Santa Cruz, you'll be next to a golf course, within a 15-minute drive of Funchal Marina and Reis Magos Beach.
Pool
Breakfast included
Sentido Galosol

Sentido Galosol

4 out of 5
Rua D. Francisco Santana Santa Cruz Madeira
Free Cancellation
Reserve now, pay when you stay
4 mi from city center
$181 nightly
The price is $193 total per night
$193 total
Sep 14 - Sep 15
Total with taxes and fees
With a stay at Sentido Galosol in Santa Cruz, you'll be on the boardwalk/promenade, within a 15-minute drive of Funchal Marina and Ponta da Oliveira.
Pool
Breakfast included
Hotel Solar do Bom Jesus

Hotel Solar do Bom Jesus

4 out of 5
Estrada da Ribeira, 4 Santa Cruz
0.27 mi from city center
$111 nightly
The price is $120 total per night
$120 total
Sep 27 - Sep 28
Total with taxes and fees
Located in Santa Cruz, Hotel Solar do Bom Jesus is a 1-minute drive from Palmeiras Beach and 15 minutes from Madeira Botanical Garden.
Pool
Parking included
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.