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Santiago Vacation Packages

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Santiago Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Residencial Cosmo

Residencial Cosmo

3 out of 5
Price was $774, price is now $703 per person
$703
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this business-friendly guesthouse in Assomada. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tabanka Museum and market are located nearby.
Hotel Vulcão

Hotel Vulcão

4 out of 5
Price was $919, price is now $796 per person
$796
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this business-friendly hotel in Cidade Velha. Enjoy free WiFi, 2 outdoor pools, and 2 bars/lounges. Popular attractions São Francisco monastery and church and Royal Fortress of São Filipe are located nearby.
Pestana Trópico - Ocean & City Hotel

Pestana Trópico - Ocean & City Hotel

4 out of 5
Price was $1,154, price is now $1,000 per person
$1,000
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this beach hotel in Praia. Enjoy free WiFi, room service, and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Prainha Beach and Quebra Canela Beach are located nearby.
Hotel Vip Praia

Hotel Vip Praia

4 out of 5
Price was $1,160, price is now $1,021 per person
$1,021
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this business-friendly hotel in Praia. Enjoy free WiFi, 2 bars/lounges, and 2 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions Quebra Canela Beach and Prainha Beach are located nearby.
Hotel Pérola

Hotel Pérola

3 out of 5
Price was $1,270, price is now $1,129 per person
$1,129
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this business-friendly hotel in Praia. Enjoy free breakfast, free WiFi, and room service. Popular attractions Diogo Gomes Statue and Estadio da Varzea are located nearby.
Boutique Hotel Praia Maria

Boutique Hotel Praia Maria

3 out of 5
Price was $862, price is now $772 per person
$772
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Stay at this hotel in Praia. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Popular attractions Museu Etnográfico de Praia and Market are located nearby.
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $939, price is now $847 per person
$847
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Stay at this hotel in Praia. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Estadio da Varzea and Quebra Canela Beach are located nearby.
Praia Confort

Praia Confort

3 out of 5
Price was $876, price is now $799 per person
$799
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Stay at this hotel in Praia. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Alexandre Albuquerque Square and Diogo Gomes Statue are located nearby.

Top Flight Deals

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

TAP Portugal
Mon, Apr 6 - Wed, Apr 29
BOS
Logan Intl.
RAI
Praia Intl.
$676 Roundtrip, found 19 hours ago
$676
Roundtrip
found 19 hours ago
Select TAP Portugal flight, departing Mon, Apr 6 from Logan Intl. to Praia Intl., returning Wed, Apr 29, priced at $676 found 19 hours ago
TAP Portugal
Thu, Apr 9 - Wed, Apr 29
BOS
Logan Intl.
RAI
Praia Intl.
$718 Roundtrip, found 19 hours ago
$718
Roundtrip
found 19 hours ago
Select TAP Portugal flight, departing Thu, Apr 9 from Logan Intl. to Praia Intl., returning Wed, Apr 29, priced at $718 found 19 hours ago
SATA International-Azores Airlines S.A.
Tue, Apr 7 - Mon, Apr 27
BOS
Logan Intl.
RAI
Praia Intl.
$736 Roundtrip, found 19 hours ago
$736
Roundtrip
found 19 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Tue, Apr 7 from Logan Intl. to Praia Intl., returning Mon, Apr 27, priced at $736 found 19 hours ago
Royal Air Maroc
Thu, Apr 9 - Mon, Apr 27
BOS
Logan Intl.
RAI
Praia Intl.
$1,647 Roundtrip, found 19 hours ago
$1,647
Roundtrip
found 19 hours ago
Select Royal Air Maroc flight, departing Thu, Apr 9 from Logan Intl. to Praia Intl., returning Mon, Apr 27, priced at $1,647 found 19 hours ago