Santiago Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Santiago
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
€969
per person
4 Jan - 9 Jan
just found
Return flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (1,019 reviews)
The staff was amazing! Friendly and welcoming! Answers all your questions, decent location! Street parking is available but hard to find. Shower was fun, but the water leaks into the room. Other than that, there’s a pool table in the lobby, and cute little restaurant at the front.
Reviewed on 22 Oct 2026
Fairmont El San Juan Hotel
Isla Verde
€1,575
per person
4 Jan - 9 Jan
just found
Return flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (2,244 reviews)
The few nights we was there the elevator was not working we had to take the stairs 7fleer . The room don’t smell good. The keys didn’t work that well.
Reviewed on 22 Oct 2026
Top hotels in Santiago
Hacienda Villa Sotomayor
Bo Garzas Adjuntas Adjuntas
Fully refundableReserve now, pay when you stay
€70
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (299 reviews)
"Aquí tienes una versión clara, bien estructurada y pulida para tu comentario o reseña de Villa Sotomayor, manteniendo el tono exacto de tu experiencia: Reseña sobre la estancia en Villa Sotomayor Lo positivo: * Áreas verdes: Muy bien mantenidas y agradables. * Personal: El trato de los chicos fue ..."
Reviewed on 25 Oct 2026
Bella Surf Inn
Carr. 4466 Km 0.1 Isabela
Fully refundableReserve now, pay when you stay
€114
30 Oct - 31 Oct
includes taxes & fees
Hotel El Guajataca
Carretera 2 Km. 103.8 Quebradillas
€83
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"La vista hermosa. No me gustó que la habitación era para personas con discapacidad y lo único que tenía era la barras para el baño, nada mas.en el baño ósea la ducha tenía problemas de desagüe. La habitación no tenía nada de comodidad, pues no había sillas ni muebles para poner maletas ni ropa."
Reviewed on 24 Oct 2026
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.
What to do in Santiago
Horseback Ride by the Beach in Isabela, Puerto Rico
€107
per adult
88% of travellers recommend
3 in 1 Full Day Cueva Ventana, Indian Cave & Waterfall Adventure
€111
per adult
100% of travellers recommend
Frequently asked questions
How much does a Santiago holiday package cost?
You'll find cheap prices from €750 on Expedia for your Santiago escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Santiago costs.
What are the cheapest months to go to Santiago?
September, October and November are the best times to search for cheap Santiago holiday packages. Opting to travel in less busy months means you'll typically find lower prices on flights and accommodation.
How many days is enough for Santiago?
The ideal length of your Santiago holiday depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to check out all the major sights and discover some hidden spots along the way.
How to find the best Santiago package deals?
Use Expedia's handy filters to help you find some unbeatable Santiago package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Santiago package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Santiago holiday as a package?
You can enjoy significant savings on your next Santiago retreat by booking a tailored holiday package. Check the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Santiago?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Santiago adventure.
How to plan a trip to Santiago?
- Pick your travel dates: What you plan to do in Santiago and your preferred season will help you decide when to travel.
- Set your budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to Santiago. Then, choose a hotel that matches your budget, whether that's an affordable stay or a more luxurious retreat.
- Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Santiago. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Santiago holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
