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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.
São Jorge Village Turismo Lda

São Jorge Village Turismo Lda

3 out of 5
Price was $1,779, price is now $1,772 per person
$1,772
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Richmond (RIC) 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.
Was a good experience

Reviewed on Aug 11, 2026

Casa Jardim di Sol

Casa Jardim di Sol

3 out of 5
Price was $1,990, price is now $1,974 per person
$1,974
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Portland (PDX) 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.
Really nice the staff, the pool the room and breakfast was amazing my cousin said they will coming back again.

Reviewed on Aug 23, 2026

Chez Maria Julia Boutique Hotel

Chez Maria Julia Boutique Hotel

3 out of 5
Price was $1,930, price is now $1,919 per person
$1,919
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Portland (PDX) to Santiago Island (RAI)
Stay at this hotel in Praia. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Quebra Canela Beach and Centro Cultural Português are located nearby.

Pestana Trópico

Pestana Trópico

4 out of 5
Price was $1,987, price is now $1,976 per person
$1,976
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Portland (PDX) 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.
Only resort that is handicap accessible! Stuff are friendly and helpful! Great customer service! definitely recommend

Reviewed on Aug 25, 2026

Hotel Principal

Hotel Principal

2.5 out of 5
Price was $1,781, price is now $1,781 per person
$1,781
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Santiago Island (RAI)
Stay at this hotel in Tarrafal. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tarrafal Beach and Tarrafal Camp 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

Santiago Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
São Jorge Village Turismo Lda

São Jorge Village Turismo Lda

3 out of 5
Price was $1,779, price is now $1,772 per person
$1,772
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Santiago Island (RAI)
Casa Jardim di Sol

Casa Jardim di Sol

3 out of 5
Palmarejo
Price was $1,990, price is now $1,974 per person
$1,974
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Portland (PDX) to Santiago Island (RAI)
Chez Maria Julia Boutique Hotel

Chez Maria Julia Boutique Hotel

3 out of 5
Palmarejo
Price was $1,930, price is now $1,919 per person
$1,919
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Portland (PDX) to Santiago Island (RAI)
Pestana Trópico

Pestana Trópico

4 out of 5
Prainha
Price was $1,987, price is now $1,976 per person
$1,976
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Portland (PDX) to Santiago Island (RAI)