San Juan Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your San Juan Vacation

When a fun city getaway is calling, answer it with a vacation package to San Juan. The neighborhood of Amón, which is great for cafes, nightlife and bars and pubs, makes an excellent base for your adventures. If sightseeing is on the to-do list during your trip to San Juan, swing by well-known attractions like National Museum of Costa Rica, National Theater and National Park. Check out Expedia's extensive range of travel options and start planning your ideal vacation to San Juan today.

Top San Juan vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 7 - Dec 13

    Auténtico Hotel + Flight

    Merced
    6 nights
    3.0 star property
    8.6/10 - Excellent (700 reviews)
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • Nonstop SJO - YYZ • Nonstop
    CA $1,343
    CA $875
    per traveller
    found 1 day ago
    Auténtico Hotel
  • Dec 7 - Dec 12

    The Springs Resort and Spa at Arenal + Flight

    Monterrey
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • Nonstop SJO - YTZ • 1 stop
    Save 100% on your flight
    CA $4,602
    CA $2,629
    per traveller
    found 1 day ago
    The Springs Resort and Spa at Arenal
  • Dec 24 - Dec 29

    Hotel Three Sixty - Adults Only + Flight

    Ciudad Cortés
    5 nights
    4.0 star property
    10/10 - Exceptional (97 reviews)
    "Another wonderful stay! The property was as lovely as ever and staff is superb! I love returning here each time. We had 90-minute massages that were incredible, I was so relaxed that I actually fell asleep. Can’t wait to be back there again!"
    Reviewed October 4, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • 1 stop SJO - YYZ • 1 stop
    CA $6,353
    CA $3,964
    per traveller
    found 1 day ago
    Hotel Three Sixty - Adults Only
  • Jan 12 - Jan 18

    Parador Nature Resort and Spa + Flight

    Manuel Antonio
    6 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • 1 stop SJO - YYZ • Nonstop
    CA $5,113
    CA $3,354
    per traveller
    found 1 day ago
    Parador Nature Resort and Spa
  • Dec 11 - Dec 17

    Noah's Forest by Tifakara + Flight

    La Fortuna
    6 nights
    4.5 star property
    9.8/10 - Exceptional (469 reviews)
    "The property and accommodations were all clean and very well cared for. We loved how we felt like we were"
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YTZ - SJO • 1 stop SJO - YTZ • 1 stop
    CA $4,229
    CA $2,813
    per traveller
    found 1 day ago
    Noah's Forest by Tifakara

Discover the most popular places to visit in San Juan

What to do in San Juan

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 can grab a vacation package to this popular destination from CA $875 on Expedia. However, how much your vacation to San Juan costs will depend on factors like your hotel choice, season and length of stay.

What are the cheapest months to go to San Juan?

September, October and November are great times to search for cheap San Juan vacation packages. Choosing to travel in less busy periods means you can generally find better prices on accommodations and flights.

How many days is enough for San Juan?

With around 2 days, you'll have plenty of time to visit popular neighbourhoods such as Carmen and San Rafael during your San Juan vacation. Remember to also add San Pedro Mall and Plaza Real Cariari to your sightseeing list. In the mood for more adventures? Consider venturing outside of San Juan on tours and day trips.

Is it worth booking a vacation package to San Juan?

Whether you're looking to explore key attractions such as Saprissa Stadium and Estadio Ricardo Saprissa Ayma on your San Juan vacation, or coming for its great bars and pubs, history and shopping, there's something for everyone here. With so much to do, you'll soon learn why so many visitors think San Juan is a good vacation destination.

How to find the best San Juan package deals?

Use Expedia's handy filters to help you find some fabulous San Juan package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.

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

An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can customize your San Juan escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

When to book a vacation package to San Juan?

If you've got your San Juan travel dates confirmed, book as early as you can to score some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.

How to plan a trip to San Juan?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to San Juan.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to San Juan.
  3. Decide how long to go away for: Now that you know more about San Juan, you can figure out the ideal length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored San Juan vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.