Santiago Vacations from $1,037

Book a Hotel + Flight or Car together to unlock savings

Photo by Danielle Bartels

Your Santiago Vacation

With a reputation for its coastal beaches and views, Santiago attracts visitors from here, there and everywhere. Let our Santiago vacation packages give you a look into this neighborhood and all the amazing things it has to offer. Eager to head out and see the sights during your trip to Santiago? Make sure you check out nearby attractions such as Sesimbra Beach, Sesimbra Castle and Praia da California. No matter what your dream Santiago vacation may look like, you can turn it into reality with Expedia.

The Latest Santiago vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Moon & Sun Lisboa

Hotel Moon & Sun Lisboa

Lisbon City Center
$1,037
per person
Nov 13 - Nov 19
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Lisbon (LIS)
9.6/10 Exceptional! (635 reviews)
Bairro Alto Two Bedroom Apartment

Bairro Alto Two Bedroom Apartment

Lisbon City Center
$1,209
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Lisbon (LIS)
9.6/10 Exceptional! (5 reviews)
The place was exactly as expected with plenty of room for my family of 4. Centrally located to get around and loved the location. Thanks

Reviewed on Aug 13, 2026

Once Upon Lisboa

Once Upon Lisboa

Lisbon City Center
Save 100% on your flight
$1,989
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Lisbon (LIS)
9.8/10 Exceptional! (10 reviews)
Eurostars Universal Lisboa

Eurostars Universal Lisboa

Save 100% on your flight
$1,273
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Lisbon (LIS)
9.2/10 Wonderful! (1,351 reviews)
Not used, because not had time

Reviewed on Sep 3, 2026

Eurostars Das Letras

Eurostars Das Letras

Lisbon City Center
$1,334
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Lisbon (LIS)
9/10 Wonderful! (1,006 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santiago
View all trips

Stay near popular Santiago attractions

Fortaleza de Santiago

9.4/10 (12 reviews)
You can learn about the history of Santiago with a stop at Fortaleza de Santiago. Wander the beautiful beaches and seaside in this quaint area.
See properties

What to do in Santiago

Trolley in Lisbon

Hills Tramcar Hop-on Hop-off Tour

$29
per adult
80% of travellers recommend
Hills Tramcar Hop-on Hop-off Tour
Lisbon: Panoramic Cruise to the Monuments w/Drinks and Music

Lisbon: Sightseeing Cruise w/Swimstop, Drinks & Music

$28
per adult
Lisbon: Sightseeing Cruise w/Swimstop, Drinks & Music
Hop-On Hop-Off Bus & Tramcar Tours

Hop-On Hop-Off Bus & Tramcar Tours

$44
per adult
82% of travellers recommend
Hop-On Hop-Off Bus & Tramcar Tours
See all activities in Santiago

Santiago Hotel Deals

Four Points by Sheraton Sesimbra

Four Points by Sheraton Sesimbra

Rua 4 de Maio, 50 Sesimbra
Fully refundableReserve now, pay when you stay
$118 nightly
$125 total
Sep 29 - Sep 30
Total with taxes and fees
9/10 Wonderful! (585 reviews)
"This is ok property. Our room had few broken tiles that hurt if you step on it. Management did not do anything about it. The staff was helpful and welcoming. Not impressed with how the property is maintained Location is very good and they also offer shuttle service to and from beach which is great. ..."

Reviewed on Sep 4, 2026

Four Points by Sheraton Sesimbra
Sesimbra Oceanfront Hotel - Preferred Hotels and Resorts

Sesimbra Oceanfront Hotel - Preferred Hotels and Resorts

Rua Navegador Rodrigues Soromenho Sesimbra
$187 nightly
$198 total
Oct 6 - Oct 7
Total with taxes and fees
9.2/10 Wonderful! (542 reviews)
"Great hotel! Fantastic view of the ocean and beach and quick access to the beach itself. The sand was soft and the water clear and waves calm. We loved our stay. Easy walking to restaurants. Good breakfast included, great spacious room, staff were friendly and helpful. Would come back!"

Reviewed on Sep 2, 2026

Sesimbra Oceanfront Hotel - Preferred Hotels and Resorts
Ouro Rossio Hotel

Ouro Rossio Hotel

R. dos Sapateiros 213 Lisbon Lisboa
Fully refundableReserve now, pay when you stay
$225 nightly
$248 total
Oct 6 - Oct 7
Total with taxes and fees
Ouro Rossio Hotel
See all 6,989 properties in Santiago
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.

Find the Best Santiago Vacation Packages

Santiago Beach Vacation

Chill out by the water's edge and feel the wind through your hair during your Santiago vacation. If you're a first-timer, why not pick up some seashells as a reminder of your trip to Santiago? Base yourself near Sesimbra Beach, a popular stretch of coast just 0.2 miles (0.4 km) from the center. We also have value-for-money Santiago vacation packages closer to Praia da California, another terrific option.

Things You Should Know About Santiago

  • There's something magical about being close to the water. If staying within an easy stroll of a sunny shore is your idea of a blissful vacation, browse our Santiago beach hotels and see what's on offer.
  • Apartments such as Akisol Sesimbra Beach IV and Akisol Sesimbra Star are also very popular. Whether you're planning a family trip or a romantic escape with that special someone, you're sure to find something that suits your requirements.

More vacations you might like

Frequently asked questions

How to find the best Santiago package deals?
Start your search for a Santiago package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Santiago package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Santiago adventure underway.
When to book a vacation package to Santiago?
If you're considering an impromptu Santiago vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Santiago?
  1. Choose when to go: Check your schedule and pack your bags. Your favorite time of year and the available activities will also help you decide when to vacation in Santiago.
  2. Set your budget: Consider expenses such as food, flights and transportation when calculating how much to set aside for your trip to Santiago. Then, select a property that suits your budget, whether that's an economical option or a deluxe retreat.
  3. Use Expedia's trip planning tool to discover Santiago: Research every part of your trip to Santiago with this handy planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Consider how long you want to spend exploring Santiago. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  5. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the right Santiago vacation package for you.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to see and do. Explore some of the incredible things to do in Santiago and reserve your tickets early to save time (and maybe some money too!).
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.