Cheap Vacations in Santa Cruz

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3-night Santa Cruz vacations

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

Solar de Boaventura

3 out of 5
Price was $472, price is now $374 per person
$374
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Moon & Sun Funchal

Moon & Sun Funchal

4 out of 5
Save 100% on your flight
Price was $713, price is now $480 per person
$480
per person
Sep 4 - Sep 7
found 1 day 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 $796, price is now $545 per person
$545
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Hyatt Ziva Madeira

Hyatt Ziva Madeira

5 out of 5
Save 100% on your flight
Price was $747, price is now $516 per person
$516
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Aqua Natura Bay

Aqua Natura Bay

4 out of 5
Save 100% on your flight
Price was $847, price is now $586 per person
$586
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Sentido Galosol

Sentido Galosol

4 out of 5
Save 100% on your flight
Price was $832, price is now $614 per person
$614
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
1905 Zino's Palace

1905 Zino's Palace

4 out of 5
Price was $704, price is now $528 per person
$528
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Sé Boutique Hotel

Sé Boutique Hotel

4 out of 5
Price was $636, price is now $494 per person
$494
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Villa Alto Boutique Hotel

Villa Alto Boutique Hotel

3 out of 5
Price was $565, price is now $445 per person
$445
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
BIO Hotel - Hotel Quinta da Serra

BIO Hotel - Hotel Quinta da Serra

5 out of 5
Save 100% on your flight
Price was $939, price is now $741 per person
$741
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Casa Velha do Palheiro, Relais & Chateaux

Casa Velha do Palheiro, Relais & Chateaux

5 out of 5
Save 100% on your flight
Price was $1,016, price is now $807 per person
$807
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Porto (OPO) to Funchal (FNC)
Terrace Mar

Terrace Mar

3 out of 5
Price was $540, price is now $434 per person
$434
per person
Sep 4 - Sep 7
found 1 day 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.
Moon & Sun Funchal

Moon & Sun Funchal

4 out of 5
Price was $2,257, price is now $1,981 per person
$1,981
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Pestana Grand Premium Ocean Resort

Pestana Grand Premium Ocean Resort

5 out of 5
Price was $2,693, price is now $2,104 per person
$2,104
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

5 out of 5
Price was $2,502, price is now $2,107 per person
$2,107
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Pestana Casino Studios

Pestana Casino Studios

4 out of 5
Price was $2,402, price is now $2,100 per person
$2,100
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Aqua Natura Bay

Aqua Natura Bay

4 out of 5
Price was $2,429, price is now $2,146 per person
$2,146
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Hyatt Ziva Madeira

Hyatt Ziva Madeira

5 out of 5
Price was $2,319, price is now $2,068 per person
$2,068
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
1905 Zino's Palace

1905 Zino's Palace

4 out of 5
Price was $2,411, price is now $2,159 per person
$2,159
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Casa Velha do Palheiro, Relais & Chateaux

Casa Velha do Palheiro, Relais & Chateaux

5 out of 5
Price was $2,721, price is now $2,489 per person
$2,489
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
The Reserve - The Leading Hotels of the World - Savoy Signature

The Reserve - The Leading Hotels of the World - Savoy Signature

5 out of 5
Price was $4,361, price is now $4,017 per person
$4,017
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Sentido Galosol

Sentido Galosol

4 out of 5
Price was $2,431, price is now $2,242 per person
$2,242
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
Albatroz Beach & Yacht Club

Albatroz Beach & Yacht Club

5 out of 5
Price was $2,434, price is now $2,248 per person
$2,248
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to Funchal (FNC)
BIO Hotel - Hotel Quinta da Serra

BIO Hotel - Hotel Quinta da Serra

5 out of 5
Price was $2,581, price is now $2,393 per person
$2,393
per person
Sep 3 - Sep 7
just found
Roundtrip non-stop flight included
Chicago (ORD) 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, Oct 9 - Tue, Oct 13
LIS
Lisbon
FNC
Madeira Island
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Ryanair flight, departing Fri, Oct 9 from Lisbon to Madeira Island, returning Tue, Oct 13, priced at $88 found 1 day ago
Fri, Oct 9 - Tue, Oct 13
LIS
Lisbon
FNC
Madeira Island
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select easyJet flight, departing Fri, Oct 9 from Lisbon to Madeira Island, returning Tue, Oct 13, priced at $114 found 1 day ago
Fri, Oct 9 - Tue, Oct 13
LIS
Lisbon
FNC
Madeira Island
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Fri, Oct 9 from Lisbon to Madeira Island, returning Tue, Oct 13, priced at $140 found 1 day ago

Top rated hotels for your Santa Cruz vacation

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
$197 nightly
The price is $209 total per night
$209 total
Jul 23 - Jul 24
Total with taxes and fees
When you stay at Sentido Galosol in Santa Cruz, you'll be on the beach, within a 15-minute drive of Funchal Farmers Market and Town Square.
Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Praia dos Reis Magos Santa Cruz
Free Cancellation
Reserve now, pay when you stay
3.66 mi from city center
$361 nightly
The price is $380 total per night
$380 total
Aug 20 - Aug 21
Total with taxes and fees
When you 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 Farmers Market and Town Square.
Garajau Madeira Hotel

Garajau Madeira Hotel

3 out of 5
Estrada do Garajau, 131 Santa Cruz
Free Cancellation
Reserve now, pay when you stay
4.75 mi from city center
$100 nightly
The price is $108 total per night
$108 total
Jul 28 - Jul 29
Total with taxes and fees
With a stay at Garajau Madeira Hotel in Santa Cruz, you'll be within a 10-minute drive of Funchal Farmers Market and Town Square.
Pool
Free WiFi
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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.