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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Top San Juan vacation deals

Price found within the past 48 hours. Click for updated prices.
  • A wooden cabin with a large bed, a sitting area, and a dining space.
    Jan 14 - Jan 18

    Maquenque Lodge + Flight

    Pital
    4 nights
    3.0 star property
    9.6/10 - Exceptional (89 reviews)
    "This is a barely discovered gem, a rare destination that will leave you with lifelong memories. We stayed here 9 years ago, and returned this summer. The rainforest location is unique. We stayed in a treehouse, with frequent visits from spider monkeys and seemingly endless species of birds. We partook for a second time the riverboat tour through the local rainforest, up through the Nicaragua border. We saw spectacular macaws, toucans, and numerous other bird species. We encountered..."
    Reviewed August 31, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • 1 stop SJO - YYZ • Nonstop
    CA $2,925
    CA $1,918
    per traveller
    found 11 hours ago
    Maquenque Lodge
  • A nighttime pool area with palm trees and a gazebo.
    Jan 19 - Jan 24

    The Springs Resort and Spa at Arenal + Flight

    Monterrey
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,005 reviews)
    "Wonderful staff throughout!"
    Reviewed November 7, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • 1 stop SJO - YYZ • 2 stops
    CA $6,573
    CA $3,605
    per traveller
    found 7 hours ago
    The Springs Resort and Spa at Arenal
  • A tented accommodation with a bed, wooden furniture, and a view of the surrounding forest.
    Jan 10 - Jan 16

    Way to Heaven Luxury Glamping + Flight

    Monteverde
    6 nights
    2.0 star property
    9.6/10 - Exceptional (12 reviews)
    "10000/10 Javier was a wonderful host, would highly recommend. He was very accommodating, very helpful with local suggestions. We had issues finding the location, he even went to go find us. Absolutely wonderful experience. The dome was one of the coolest experiences we’ve had yet."
    Reviewed August 20, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • Nonstop SJO - YYZ • 2 stops
    CA $3,245
    CA $2,031
    per traveller
    found 8 hours ago
    Way to Heaven Luxury Glamping
  • A pool with a waterfall, surrounded by lush greenery and a view of the ocean.
    Jan 10 - Jan 16

    Vista Suites at Parador + Flight

    Manuel Antonio
    6 nights
    2.5 star property
    9.6/10 - Exceptional (10 reviews)
    "Site magnifique - nous avons tout aimé, seul désavantage -impossible d’accéder à des restos ou activités extérieurs à l’hôtel sans voiture. "
    Reviewed April 2, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • Nonstop SJO - YYZ • 2 stops
    CA $6,145
    CA $3,970
    per traveller
    found 8 hours ago
    Vista Suites at Parador
  • An indoor tropical garden with a waterfall, a hot tub, and lush greenery.
    Jan 18 - Jan 23

    Peace Lodge + Flight

    Vara Blanca
    5 nights
    4.5 star property
    10/10 - Exceptional (573 reviews)
    "Clean rooms the whole property was clean, food was good, front desk and waiter staff was exceptional, kid friendly and everything was easily accessible"
    Reviewed October 27, 2026
    Roundtrip • Toronto (YYZ) - San José (SJO)
    YYZ - SJO • Nonstop SJO - YYZ • 1 stop
    CA $3,849
    CA $2,495
    per traveller
    found 1 day ago
    Peace Lodge

San Juan Hotel Deals

A two-story building with a balcony, potted plants, and a paved patio area.

Hotel Santa Maria Inn

Hotel Santa Maria Inn
2.5 star property
1.3 km from San Juan
7.4 out of 10, Good, (142 reviews)
The price is CA $81
CA $92 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Santa Maria Inn
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.
See all properties in San Juan

Frequently Asked Questions

How much does a San Juan vacation package cost?

You can snap up a vacation package to this popular destination from CA $1,918 on Expedia. However, how much your vacation to San Juan costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to San Juan?

The off-season is the best time to travel to San Juan if you're on a budget. Another tip for scoring cheap San Juan vacation packages? Avoid visiting during public holidays and any major festivals or events.

How many days is enough for San Juan?

With around 2 days, you'll have plenty of time to enjoy popular neighbourhoods such as Rio Segundo and Cacique during your San Juan vacation. Remember to also add Plaza Real Cariari and Terrazas Lindora Shopping Centre to your sightseeing itinerary. Up for some more adventures? Consider venturing outside of San Juan on tours and day trips.

How to find the best San Juan package deals?

Bagging a cheap San Juan package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly San Juan package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.

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

An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your San Juan getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.

When to book a vacation package to San Juan?

Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu San Juan break.

How to plan a trip to San Juan?

  1. Choose when to get away: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to escape to San Juan.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that could arise during your trip to San Juan.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to experience in San Juan. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodations and airfare: After you've settled on your trip dates and duration, lock in the ideal San Juan vacation package for you.

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