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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.
Boutique Hotel Praia Maria

Boutique Hotel Praia Maria

3 out of 5
Price was $1,286, price is now $1,231 per person
$1,231
per person
Jun 7 - Jun 12
found 21 hours 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.
Pestana Trópico

Pestana Trópico

4 out of 5
Price was $1,475, price is now $1,377 per person
$1,377
per person
Jun 7 - Jun 12
found 21 hours 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 Centro Cultural Português are located nearby.
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,488, price is now $1,391 per person
$1,391
per person
Jun 7 - Jun 12
found 21 hours 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.
Hotel Vulcão

Hotel Vulcão

4 out of 5
Price was $1,320, price is now $1,240 per person
$1,240
per person
Jun 7 - Jun 12
found 21 hours 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.
Hotel Blue Sky

Hotel Blue Sky

3 out of 5
Price was $1,357, price is now $1,285 per person
$1,285
per person
Jun 7 - Jun 12
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Stay at this hotel in Tarrafal. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions lighthouse and Tarrafal Beach are located nearby.
Hotel Pérola

Hotel Pérola

3 out of 5
Price was $1,529, price is now $1,451 per person
$1,451
per person
Jun 7 - Jun 12
found 21 hours 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 Centro Cultural Português and Diogo Gomes Statue are located nearby.
Hotel Vip Praia

Hotel Vip Praia

4 out of 5
Price was $1,463, price is now $1,401 per person
$1,401
per person
Jun 7 - Jun 12
found 21 hours 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 Centro Cultural Português are located nearby.
Praia Confort

Praia Confort

3 out of 5
Price was $1,289, price is now $1,243 per person
$1,243
per person
Jun 7 - Jun 12
found 21 hours 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 Market are located nearby.

Santiago Vacation Packages 5-7 Night Stays

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

Hotel Vulcão

4 out of 5
Price was $1,320, price is now $1,240 per person
$1,240
per person
Jun 7 - Jun 12
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Pestana Trópico

Pestana Trópico

4 out of 5
Price was $1,475, price is now $1,377 per person
$1,377
per person
Jun 7 - Jun 12
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,488, price is now $1,391 per person
$1,391
per person
Jun 7 - Jun 12
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Hotel Blue Sky

Hotel Blue Sky

3 out of 5
Price was $1,357, price is now $1,285 per person
$1,285
per person
Jun 7 - Jun 12
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)

Top Flight Deals

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

SATA International-Azores Airlines S.A.
Sun, Aug 23 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$754 Roundtrip, found 9 hours ago
$754
Roundtrip
found 9 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Aug 23 from Logan Intl. to Praia Intl., returning Mon, Sep 14, priced at $754 found 9 hours ago
TAP Portugal
Sun, Aug 23 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$851 Roundtrip, found 9 hours ago
$851
Roundtrip
found 9 hours ago
Select TAP Portugal flight, departing Sun, Aug 23 from Logan Intl. to Praia Intl., returning Mon, Sep 14, priced at $851 found 9 hours ago
SATA International-Azores Airlines S.A.
Sun, Aug 23 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$952 Roundtrip, found 9 hours ago
$952
Roundtrip
found 9 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Aug 23 from Logan Intl. to Praia Intl., returning Mon, Sep 14, priced at $952 found 9 hours ago
Royal Air Maroc
Wed, Aug 26 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$1,981 Roundtrip, found 6 hours ago
$1,981
Roundtrip
found 6 hours ago
Select Royal Air Maroc flight, departing Wed, Aug 26 from Logan Intl. to Praia Intl., returning Mon, Sep 14, priced at $1,981 found 6 hours ago