San Juan Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 San Juan vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 27

    La Martina Campestre + Flight

    Rionegro
    6 nights
    3.0 star property
    9.2/10 - Wonderful (20 reviews)
    Roundtrip • Toronto (YYZ) - Medellín (MDE)
    YYZ - MDE • 1 stop MDE - YYZ • 1 stop
    CA $1,245
    CA $888
    per traveller
    found 16 hours ago
    La Martina Campestre
  • Jan 21 - Jan 27

    Örök Landscape Hotel + Flight

    Rionegro
    6 nights
    3.5 star property
    8.8/10 - Excellent (25 reviews)
    "La propiedad es muy linda tiene una vista maravillosa y su atención es excelennte"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Medellín (MDE)
    YYZ - MDE • 1 stop MDE - YYZ • 1 stop
    CA $1,745
    CA $1,142
    per traveller
    found 16 hours ago
    Örök Landscape Hotel
  • Jan 23 - Jan 29

    Devú + Flight

    El Poblado
    5 nights
    5.0 star property
    9.8/10 - Exceptional (46 reviews)
    Roundtrip • Montreal (YUL) - Medellín (MDE)
    YUL - MDE • 1 stop MDE - YUL • 1 stop
    CA $1,918
    CA $1,278
    per traveller
    found 17 hours ago
    Devú
  • Jan 21 - Jan 27

    23Hotel Medellin + Flight

    El Poblado
    6 nights
    3.5 star property
    9.4/10 - Exceptional (420 reviews)
    Roundtrip • Toronto (YYZ) - Medellín (MDE)
    YYZ - MDE • 1 stop MDE - YYZ • 1 stop
    CA $1,749
    CA $1,212
    per traveller
    found 16 hours ago
    23Hotel Medellin
  • Jan 21 - Jan 27

    Autenthico Sajonia Hotel Aeropuerto + Flight

    Rionegro
    6 nights
    2.0 star property
    9.0/10 - Wonderful (107 reviews)
    Roundtrip • Toronto (YYZ) - Medellín (MDE)
    YYZ - MDE • 1 stop MDE - YYZ • 1 stop
    CA $1,345
    CA $986
    per traveller
    found 16 hours ago
    Autenthico Sajonia Hotel Aeropuerto

San Juan Hotel Deals

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.

Frequently Asked Questions

How much does a San Juan vacation package cost?

You'll find cheap prices from CA $888 on Expedia for your San Juan break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to San Juan costs.

What are the cheapest months to go to San Juan?

If you're looking to book a cheap San Juan vacation package, consider planning a trip in April, June and September. You're likely to find lower prices on flights and accommodations during these quieter months — ideal for a budget-friendly getaway.

How many days is enough for San Juan?

Generally, a handful of days is enough to tick off the top sights during your San Juan vacation. However, if you'd like to have more time to relax or go on day tours, think about extending your trip.

How to find the best San Juan package deals?

Bagging a cheap San Juan package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical San Juan package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.

Is it cheaper to book a San Juan vacation as a package?

You can enjoy significant savings on your next San Juan getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to San Juan?

If you have your San Juan vacation dates finalized, book as early as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to San Juan?

  1. Pick your travel dates: The things you want to do in San Juan and your preferred season can help you decide when to get away.
  2. Set your budget: Factor in costs like transportation, flights and meals when calculating how much to set aside for your trip to San Juan. Then, pick a hotel that matches your budget, whether that's an affordable stay or a deluxe retreat.
  3. Decide how long to go away for: Now that you're up to speed on San Juan, you can work out the right length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a San Juan vacation 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.