Search Deals on
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.
Hotel Pérola

Hotel Pérola

3 out of 5
Price was $1,725, price is now $1,693 per person
$1,693
per person
Jun 13 - Jun 16
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 Centro Cultural Português and Diogo Gomes Statue are located nearby.
Pestana Trópico

Pestana Trópico

4 out of 5
Price was $2,053, price is now $1,968 per person
$1,968
per person
Jul 3 - Jul 9
found 9 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.
Hotel Restaurant Falucho Paradise Beach

Hotel Restaurant Falucho Paradise Beach

3 out of 5
Price was $1,768, price is now $1,709 per person
$1,709
per person
Jul 3 - Jul 9
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this beach hotel in Santa Cruz. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pedra Badejo Beach and Pedra Badejo Municipal Mall are located nearby.
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,797, price is now $1,754 per person
$1,754
per person
Jul 3 - Jul 9
found 9 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 $2,231, price is now $2,179 per person
$2,179
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip 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.
Praia Confort

Praia Confort

3 out of 5
Price was $1,772, price is now $1,732 per person
$1,732
per person
Jul 3 - Jul 9
found 9 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 Vip Praia

Hotel Vip Praia

4 out of 5
Price was $2,016, price is now $1,971 per person
$1,971
per person
Jul 3 - Jul 9
found 9 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.
Boutique Hotel Praia Maria

Boutique Hotel Praia Maria

3 out of 5
Price was $1,767, price is now $1,728 per person
$1,728
per person
Jul 3 - Jul 9
found 9 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.
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,705, price is now $1,676 per person
$1,676
per person
Jun 13 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Pestana Trópico

Pestana Trópico

4 out of 5
Price was $2,287, price is now $2,243 per person
$2,243
per person
Jun 4 - Jun 6
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Hotel Pérola

Hotel Pérola

3 out of 5
Price was $1,725, price is now $1,693 per person
$1,693
per person
Jun 13 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Casa Marisa

Casa Marisa

3 out of 5
Price was $2,232, price is now $2,201 per person
$2,201
per person
Jun 4 - Jun 6
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fogo Island (SFL)

Sotavento Islands Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Restaurant Falucho Paradise Beach

Hotel Restaurant Falucho Paradise Beach

3 out of 5
Price was $1,768, price is now $1,709 per person
$1,709
per person
Jul 3 - Jul 9
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Pestana Trópico

Pestana Trópico

4 out of 5
Price was $2,053, price is now $1,968 per person
$1,968
per person
Jul 3 - Jul 9
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,797, price is now $1,754 per person
$1,754
per person
Jul 3 - Jul 9
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Hotel Vulcão

Hotel Vulcão

4 out of 5
Price was $2,231, price is now $2,179 per person
$2,179
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip 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 15 hours ago
$754
Roundtrip
found 15 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 15 hours ago
TAP Portugal
Sun, Aug 23 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$851 Roundtrip, found 15 hours ago
$851
Roundtrip
found 15 hours ago
Select TAP Portugal flight, departing Sun, Aug 23 from Logan Intl. to Praia Intl., returning Mon, Sep 14, priced at $851 found 15 hours ago
SATA International-Azores Airlines S.A.
Sun, Aug 23 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$857 Roundtrip, found 15 hours ago
$857
Roundtrip
found 15 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 $857 found 15 hours ago
Royal Air Maroc
Sun, Aug 23 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$1,981 Roundtrip, found 15 hours ago
$1,981
Roundtrip
found 15 hours ago
Select Royal Air Maroc flight, departing Sun, Aug 23 from Logan Intl. to Praia Intl., returning Mon, Sep 14, priced at $1,981 found 15 hours ago