A stone fort with a flag, a small tower, and a view of the sea.
Photo by Tiago Cruz
Open Photo by Tiago Cruz

Santiago Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

  • 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 Romantic vacation packages in Santiago

Price found within the past 48 hours. Click for updated prices.
  • Sep 16 - Sep 19

    Hotel Principal + Flight

    Tarrafal
    2 nights
    2.5 star property
    7.8/10 - Good (13 reviews)
    "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 August 20, 2025
    Roundtrip Tokyo (TYO) - Santiago (RAI)
    NRT - RAI2 stops RAI - HND3 stops
    ¥282,413
    ¥277,927
    per traveler
    found 1 day ago
    Hotel Principal
  • Sep 16 - Sep 19

    Aparthotel Palace + Flight

    Praia
    2 nights
    3.5 star property
    7.6/10 - Good (17 reviews)
    Roundtrip Tokyo (TYO) - Santiago (RAI)
    NRT - RAI2 stops RAI - HND3 stops
    ¥295,957
    ¥287,891
    per traveler
    found 1 day ago
    Aparthotel Palace
  • Sep 16 - Sep 19

    Hotel Pérola + Flight

    Praia
    2 nights
    3.0 star property
    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 May 9, 2026
    Roundtrip Tokyo (TYO) - Santiago (RAI)
    NRT - RAI2 stops RAI - HND3 stops
    ¥298,087
    ¥290,738
    per traveler
    found 1 day ago
    Hotel Pérola
  • Sep 16 - Sep 19

    Pestana Trópico + Flight

    Praia
    2 nights
    4.0 star property
    8.4/10 - Very Good (281 reviews)
    "This is an exceptional hotel. My family and I actually live in the city of Praia and wanted a simple getaway from home on the weekend. The staff and hotel manager were amazing, super friendly, really welcoming and it made our stay very enjoyable. We will be back again to enjoy the space. Great pool for kids!"
    Reviewed July 20, 2026
    Roundtrip Tokyo (TYO) - Santiago (RAI)
    NRT - RAI2 stops RAI - HND3 stops
    ¥296,038
    ¥290,072
    per traveler
    found 1 day ago
    Pestana Trópico
  • Sep 16 - Sep 19

    Hotel Strela Tarrafal + Flight

    Tarrafal
    2 nights
    3.0 star property
    Roundtrip Tokyo (TYO) - Santiago (RAI)
    NRT - RAI2 stops RAI - HND3 stops
    ¥283,008
    ¥281,484
    per traveler
    found 1 day ago
    Hotel Strela Tarrafal

Discover the most popular places to visit in Santiago

What to do in Santiago

Top Romantic Santiago Hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

How to find a romantic Santiago vacation

How can I find the best Santiago vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Santiago romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Santiago?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Santiago?

Put a price on love with stunning deals for duos starting at just ¥277,927. Prices and availability are subject to change. Additional terms may apply.

Can I book Santiago spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Santiago?

To book a loved-up break in Santiago, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Santiago with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Santiago romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?