Search Deals onSotavento Islands Vacation Packages
Sotavento Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Principal
Price was $1,062, price is now $972 per person
$972
per person
Sep 8 - Sep 14
found 24 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 free parking. Popular attractions lighthouse and Tarrafal Beach are located nearby.
Small, clean, efficient rooms. Noise was a major issue as rooms have no noise insulation to stop sounds from hallways. We could hear conversations in the hallway crystal clearly and we lost sleep over this until all guests were asleep. Breakfast was nice. They are trying their best. Nice location close to bakery and mini market.
Reviewed on Aug 20, 2025
Hotel Pérola
Price was $1,349, price is now $1,214 per person
$1,214
per person
Sep 8 - Sep 14
found 24 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.
I was a little disappointed when I thought the room I booked had an ocean view and it did not. The building is nice, clean and staffs were friendly and courteous. Tiles on floor need to be replaced since some had cracks in them and some parts of the building can use some fresh paints. The Buffett breakfast was good.
Reviewed on May 9, 2026
Pestana Trópico
Price was $1,264, price is now $1,145 per person
$1,145
per person
Sep 8 - Sep 14
found 24 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.
Staff friendliness!
Reviewed on Jun 21, 2026
Hotel Vulcão
Price was $1,101, price is now $999 per person
$999
per person
Sep 8 - Sep 14
found 24 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 attraction Royal Fortress of São Filipe is located nearby.
The pool and access to the sea were lovely but the cockroaches in our (hard) bed every night were not
Reviewed on Jun 4, 2026
Aparthotel Palace
Price was $1,198, price is now $1,101 per person
$1,101
per person
Sep 9 - Sep 14
found 18 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.
Praia Confort
Price was $1,103, price is now $1,028 per person
$1,028
per person
Sep 8 - Sep 14
found 24 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.
Hotel Santiago
Price was $1,102, price is now $1,028 per person
$1,028
per person
Sep 8 - Sep 14
found 24 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 24-hour room service. Popular attractions Quebra Canela Beach and Centro Cultural Português are located nearby.
Boutique Hotel Praia Maria
Price was $1,054, price is now $984 per person
$984
per person
Sep 8 - Sep 14
found 24 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.
Sotavento Islands Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Sotavento Islands Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Apr 6 - Fri, Apr 9
LIS
Humberto Delgado
RAI
Praia Intl.
$425 Roundtrip, found 4 days ago
$425
Roundtrip
found 4 days ago
Sat, Jul 25 - Mon, Aug 3
LIS
Humberto Delgado
RAI
Praia Intl.
$621 Roundtrip, found 2 days ago
$621
Roundtrip
found 2 days ago
Tue, Apr 6 - Fri, Apr 9
LIS
Humberto Delgado
RAI
Praia Intl.
$656 Roundtrip, found 4 days ago
$656
Roundtrip
found 4 days ago
Sun, Aug 23 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$800 Roundtrip, found 2 days ago
$800
Roundtrip
found 2 days ago
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