Santiago Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

Photo by Tiago Cruz

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Luxury vacation packages in Santiago

Price found within the past 48 hours. Click for updated prices.
Praia City Apartments

Praia City Apartments

4 out of 5
Price was ￥293,544, price is now ￥289,419 per person
￥289,419
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
No reviews

Hotel Vip Praia

Hotel Vip Praia

4 out of 5
Price was ￥378,730, price is now ￥334,621 per person
￥334,621
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
8.4/10 Very Good! (288 reviews)
Great service

Reviewed on Jul 1, 2026

Hotel Vulcão

Hotel Vulcão

4 out of 5
Price was ￥319,380, price is now ￥303,744 per person
￥303,744
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
7.6/10 Good! (63 reviews)
The pool and access to the sea were lovely but the cockroaches in our (hard) bed every night were not

Reviewed on Jun 4, 2026

Pestana Trópico

Pestana Trópico

4 out of 5
Price was ￥349,595, price is now ￥333,457 per person
￥333,457
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
8.4/10 Very Good! (276 reviews)
Staff friendliness!

Reviewed on Jun 21, 2026

Barceló Praia Cape Verde

Barceló Praia Cape Verde

5 out of 5
Price was ￥385,254, price is now ￥372,029 per person
￥372,029
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
9.4/10 Exceptional! (122 reviews)

Don't see what you're looking for?
See all available trips from Tokyo to Santiago
View all trips

5* Luxury vacations in Santiago

Price found within the past 48 hours. Click for updated prices.
Barceló Praia Cape Verde

Barceló Praia Cape Verde

5 out of 5
Price was ￥385,254, price is now ￥372,029 per person
￥372,029
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
9.4/10 Exceptional! (122 reviews)

Don't see what you're looking for?
See all available trips from Tokyo to Santiago
View all trips

3 Night Luxury vacations in Santiago

Price found within the past 48 hours. Click for updated prices.
Praia City Apartments

Praia City Apartments

4 out of 5
Price was ￥320,669, price is now ￥319,852 per person
￥319,852
per person
Aug 11 - Aug 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Santiago Island (RAI)
No reviews

Pestana Trópico

Pestana Trópico

4 out of 5
Price was ￥341,710, price is now ￥335,478 per person
￥335,478
per person
Aug 11 - Aug 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Santiago Island (RAI)
8.4/10 Very Good! (276 reviews)
Staff friendliness!

Reviewed on Jun 21, 2026

Barceló Praia Cape Verde

Barceló Praia Cape Verde

5 out of 5
Price was ￥343,684, price is now ￥342,563 per person
￥342,563
per person
Aug 11 - Aug 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Santiago Island (RAI)
9.4/10 Exceptional! (122 reviews)

Don't see what you're looking for?
See all available trips from Tokyo to Santiago
View all trips

4 Night Luxury vacations in Santiago

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

Aparthotel Palace

3.5 out of 5
Price was ￥329,650, price is now ￥314,246 per person
￥314,246
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
7.6/10 Good! (17 reviews)

Pestana Trópico

Pestana Trópico

4 out of 5
Price was ￥330,179, price is now ￥318,224 per person
￥318,224
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
8.4/10 Very Good! (276 reviews)
Staff friendliness!

Reviewed on Jun 21, 2026

Hotel Pérola

Hotel Pérola

3 out of 5
Price was ￥333,772, price is now ￥322,263 per person
￥322,263
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Santiago Island (RAI)
8.8/10 Excellent! (186 reviews)
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

Don't see what you're looking for?
See all available trips from Tokyo to Santiago
View all trips

Things to do

Picture 11 for Activity Walking Tour: Street arts, Markets, church & Flavours

Walking Tour: Street arts, Markets, History and Architecture

￥6,510
per adult
Walking Tour: Street arts, Markets, History and Architecture
From Praia: Discover Santiago Island in 1 Day

From Praia: Discover Santiago Island in 1 Day

￥14,693
per adult
From Praia: Discover Santiago Island in 1 Day
4h Guided city tour Praia & Cidade Velha

Praia & Cidade Velha: Guided City Tour

￥8,369
per adult
100% of travellers recommend
Praia & Cidade Velha: Guided City Tour
See all activities in Santiago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.