Search Deals onPraia Vacation Packages
Praia Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

São Jorge Village Turismo Lda
Price was $2,159, price is now $2,155 per person
$2,155
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago Island (RAI)
Stay at this hotel in Sao Lourenco dos Orgaos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Grandvaux Barbosa National Botanical Garden and Poilão Dam are located nearby.

Pestana Trópico
Price was $2,278, price is now $2,241 per person
$2,241
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
The staff were kind and helpful.
Reviewed on Jul 27, 2026

Hotel Pérola
Price was $2,279, price is now $2,257 per person
$2,257
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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

Boutique Hotel Praia Maria
Price was $2,181, price is now $2,164 per person
$2,164
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
The room was very large and faced the street. It was very clean and had everything I could want. Staff was nice about my checking in at 2 am. They also were gracious about letting me store my bags. The breakfast, which is included and just across the street, was very tasty and provided good people-watching opportunities. The hotel is near many of the museums and sites that I wanted to see. I went back to the neighborhood restaurant for dinner so that I didn’t have to go far at night. The dinner was quite good as well.
Reviewed on Jul 16, 2026

Hotel Strela Tarrafal
Price was $2,187, price is now $2,172 per person
$2,172
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago Island (RAI)
Stay at this hotel in Tarrafal. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tarrafal Beach and lighthouse are located nearby.

Hotel Santiago
Price was $2,198, price is now $2,188 per person
$2,188
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.

Barceló Praia Cape Verde
Price was $2,315, price is now $2,305 per person
$2,305
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago Island (RAI)
Book a stay at this luxury hotel in Praia. Enjoy free WiFi, 24-hour room service, and a fitness center. Popular attractions Prainha Beach and Centro Cultural Português are located nearby.
I had a great stay. Exceptionally beautiful location and views. Spotlessly clean. Large rooms and bathrooms. Very friendly and helpful staff. Great restaurant. Fun local beach directly next door. Can take great long walks along ocean from hotel.
Reviewed on Aug 8, 2026

Casa Jardim di Sol
Price was $2,193, price is now $2,185 per person
$2,185
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago Island (RAI)
Stay at this hotel in Praia. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Quebra Canela Beach and Centro Cultural Português are located nearby.
Wunderschöne Villa in einem ruhigen Viertel in Praia, freundliches und herzliches Personal, sauberes, modernes, gut ausgestattetes Zimmer und Bad, ausgezeichnetes Frühstück und eine Sonnenterrasse mit Pool, sehr gutes Preis-Leistungs-Verhältnis, sehr emofehlenswert!
Reviewed on Apr 21, 2026
Praia Vacation Packages 3-4 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.

Wed, Sep 23 - Wed, Sep 30
LIS
Humberto Delgado
RAI
Praia Intl.
$308 Roundtrip, found 12 hours ago
$308
Roundtrip
found 12 hours ago

Mon, Sep 21 - Thu, Oct 1
LIS
Humberto Delgado
RAI
Praia Intl.
$323 Roundtrip, found 12 hours ago
$323
Roundtrip
found 12 hours ago

Tue, Sep 22 - Sat, Sep 26
LIS
Humberto Delgado
RAI
Praia Intl.
$374 Roundtrip, found 2 days ago
$374
Roundtrip
found 2 days ago

Sat, Aug 29 - Mon, Sep 14
BOS
Logan Intl.
RAI
Praia Intl.
$768 Roundtrip, found 2 days ago
$768
Roundtrip
found 2 days ago
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