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Sotavento Islands Vacation Packages

Build your package with 2 more options

Sotavento Islands Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Apartamentos Santiago

Apartamentos Santiago

3.5 out of 5
Price was $937, price is now $883 per person
$883
per person
Mar 16 - Mar 22
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 Quebra Canela Beach and Prainha Beach are located nearby.
Pestana Trópico - Ocean & City Hotel

Pestana Trópico - Ocean & City Hotel

4 out of 5
Price was $1,319, price is now $1,192 per person
$1,192
per person
Mar 16 - Mar 22
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 Blue Sky

Hotel Blue Sky

3 out of 5
Price was $1,060, price is now $976 per person
$976
per person
Mar 16 - Mar 22
found 1 day 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 Vulcão

Hotel Vulcão

4 out of 5
Price was $991, price is now $915 per person
$915
per person
Mar 16 - Mar 22
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.
Hotel Pérola

Hotel Pérola

3 out of 5
Price was $1,288, price is now $1,190 per person
$1,190
per person
Mar 16 - Mar 22
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.
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,014, price is now $945 per person
$945
per person
Mar 16 - Mar 22
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.
Boutique Hotel Praia Maria

Boutique Hotel Praia Maria

3 out of 5
Price was $945, price is now $889 per person
$889
per person
Mar 16 - Mar 22
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.
Happy Day Hotel

Happy Day Hotel

4.5 out of 5
Price was $1,169, price is now $1,106 per person
$1,106
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this luxury hotel in Praia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Estadio da Varzea and Quebra Canela Beach are located nearby.

Sotavento Islands 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 $991, price is now $915 per person
$915
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Pestana Trópico - Ocean & City Hotel

Pestana Trópico - Ocean & City Hotel

4 out of 5
Price was $1,319, price is now $1,192 per person
$1,192
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Hotel Blue Sky

Hotel Blue Sky

3 out of 5
Price was $1,060, price is now $976 per person
$976
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Hotel Pérola

Hotel Pérola

3 out of 5
Price was $1,288, price is now $1,190 per person
$1,190
per person
Mar 16 - Mar 22
found 1 day 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.

TAP Portugal
Sat, Apr 4 - Wed, Apr 29
BOS
Logan Intl.
RAI
Praia Intl.
$673 Roundtrip, found 1 day ago
$673
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Sat, Apr 4 from Logan Intl. to Praia Intl., returning Wed, Apr 29, priced at $673 found 1 day ago
TAP Portugal
Sat, Apr 4 - Wed, Apr 29
BOS
Logan Intl.
RAI
Praia Intl.
$681 Roundtrip, found 1 day ago
$681
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Sat, Apr 4 from Logan Intl. to Praia Intl., returning Wed, Apr 29, priced at $681 found 1 day ago
SATA International-Azores Airlines S.A.
Sun, Apr 5 - Mon, Apr 27
BOS
Logan Intl.
RAI
Praia Intl.
$977 Roundtrip, found 20 hours ago
$977
Roundtrip
found 20 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Apr 5 from Logan Intl. to Praia Intl., returning Mon, Apr 27, priced at $977 found 20 hours ago
Royal Air Maroc
Sun, Apr 5 - Mon, Apr 27
BOS
Logan Intl.
RAI
Praia Intl.
$1,649 Roundtrip, found 20 hours ago
$1,649
Roundtrip
found 20 hours ago
Select Royal Air Maroc flight, departing Sun, Apr 5 from Logan Intl. to Praia Intl., returning Mon, Apr 27, priced at $1,649 found 20 hours ago