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Cidade Velha Vacation Packages

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Cidade Velha Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Residencial Cosmo

Residencial Cosmo

3 out of 5
Price was $1,164, price is now $1,102 per person
$1,102
per person
Oct 26 - Nov 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Book a stay at this business-friendly guesthouse in Santa Catarina. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tabanka Museum and market are located nearby.
Right in the heart of Assomada. I stay here every time.

Reviewed on Nov 14, 2025

Atlantic Maio Hotel

Atlantic Maio Hotel

3.5 out of 5
Price was $1,283, price is now $1,158 per person
$1,158
per person
Oct 26 - Nov 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Maio Island (MMO)
Stay at this hotel in Maio. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nossa Senhora da Luz Parish and Estádio Municipal 20 de Janeiro are located nearby.

Pestana Trópico

Pestana Trópico

4 out of 5
Price was $1,613, price is now $1,459 per person
$1,459
per person
Oct 26 - Nov 2
found 13 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.
The staff were kind and helpful.

Reviewed on Jul 27, 2026

Hotel Restaurant Falucho Paradise Beach

Hotel Restaurant Falucho Paradise Beach

3 out of 5
Price was $1,280, price is now $1,169 per person
$1,169
per person
Oct 26 - Nov 2
found 13 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.
My room was spacious and very comfortable. Staff, as always, were lovely. I enjoy eating in the restaurant on the beach.

Reviewed on Nov 18, 2025

Hotel Principal

Hotel Principal

2.5 out of 5
Price was $1,252, price is now $1,155 per person
$1,155
per person
Oct 26 - Nov 2
found 13 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

Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,472, price is now $1,360 per person
$1,360
per person
Oct 11 - Oct 16
found 16 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

Praia Confort

3 out of 5
Price was $1,299, price is now $1,222 per person
$1,222
per person
Oct 26 - Nov 2
found 13 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

Hotel Santiago

3 out of 5
Price was $1,296, price is now $1,226 per person
$1,226
per person
Oct 26 - Nov 2
found 13 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.

Cidade Velha Vacation Packages 3-4 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 $1,263, price is now $1,234 per person
$1,234
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Atlantic Maio Hotel

Atlantic Maio Hotel

3.5 out of 5
Price was $1,285, price is now $1,235 per person
$1,235
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Maio Island (MMO)
Pestana Trópico

Pestana Trópico

4 out of 5
Price was $1,364, price is now $1,319 per person
$1,319
per person
Sep 26 - Sep 28
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 $1,358, price is now $1,314 per person
$1,314
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)

Cidade Velha Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Aparthotel Palace

Aparthotel Palace

3.5 out of 5
Price was $1,472, price is now $1,360 per person
$1,360
per person
Oct 11 - Oct 16
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Pestana Trópico

Pestana Trópico

4 out of 5
Price was $1,748, price is now $1,646 per person
$1,646
per person
Sep 19 - Sep 25
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Hotel Restaurant Falucho Paradise Beach

Hotel Restaurant Falucho Paradise Beach

3 out of 5
Price was $1,541, price is now $1,465 per person
$1,465
per person
Sep 19 - Sep 25
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
Hotel Pérola

Hotel Pérola

3 out of 5
Price was $1,807, price is now $1,728 per person
$1,728
per person
Sep 19 - Sep 25
found 16 hours 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.

easyJet
Wed, Sep 23 - Wed, Sep 30
LIS
Humberto Delgado
RAI
Praia Intl.
$306 Roundtrip, found 16 hours ago
$306
Roundtrip
found 16 hours ago
Select easyJet flight, departing Wed, Sep 23 from Humberto Delgado to Praia Intl., returning Wed, Sep 30, priced at $306 found 16 hours ago
Royal Air Maroc
Mon, Sep 21 - Thu, Oct 1
LIS
Humberto Delgado
RAI
Praia Intl.
$322 Roundtrip, found 16 hours ago
$322
Roundtrip
found 16 hours ago
Select Royal Air Maroc flight, departing Mon, Sep 21 from Humberto Delgado to Praia Intl., returning Thu, Oct 1, priced at $322 found 16 hours ago
TAP Portugal
Wed, Sep 23 - Wed, Sep 30
LIS
Humberto Delgado
RAI
Praia Intl.
$373 Roundtrip, found 16 hours ago
$373
Roundtrip
found 16 hours ago
Select TAP Portugal flight, departing Wed, Sep 23 from Humberto Delgado to Praia Intl., returning Wed, Sep 30, priced at $373 found 16 hours ago
SATA International-Azores Airlines S.A.
Thu, Aug 27 - Fri, Sep 11
BOS
Logan Intl.
RAI
Praia Intl.
$636 Roundtrip, found 16 hours ago
$636
Roundtrip
found 16 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Thu, Aug 27 from Logan Intl. to Praia Intl., returning Fri, Sep 11, priced at $636 found 16 hours ago