San Juan Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
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Your San Juan Vacation
With everything planned before you go away, our San Juan vacation packages mean you can focus more on having fun. No matter if you're based in the neighborhood of Downtown Port of Spain, which is great for culture, or somewhere else, this city promises an array of discoveries. If your trip to San Juan includes a little sightseeing, check out popular attractions like Queens Park Savanah, Ariapita Avenue and Movietowne. Your San Juan vacation is clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your travel style.
Top San Juan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Airport Suites Hotel
CA $1,008
per person
Oct 12 - Oct 19
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Port of Spain (POS)
6/10 (1,005 reviews)
The staff was very helpful and accommodating. The room was very boutique like, however based on the price I would recommend additional items to be placed in the room e.g. drinking glass etc. however it was a very peaceful and quiet area and ideal for getaway and to rock back.
Reviewed on Aug 31, 2026
Hyatt Regency Trinidad
Downtown Port of Spain
CA $1,716
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Port of Spain (POS)
9.2/10 Wonderful! (1,068 reviews)
Well kept property. Professional staff. The breakfast and dinner was spectacular. The Gym and pool was also great. I had an awesome stay at this hotel. We definitely be back.
Reviewed on Aug 31, 2026
Ready to book your vacation to San Juan?
San Juan Hotel Deals
The Blue Mirage
Boundary Extension Road San Juan San Juan-Laventille Regional Corporation
CA $124
CA $151 total
Oct 1 - Oct 2
includes taxes & fees
10/10 Exceptional! (2 reviews)
"The property was beautiful. The room was comfortable and met every need. Enjoyed the pool and the quiet. The neighborhood did not seem safe, and there were no restaurants in close proximity, so a car is needed. Recommend for those not wanting to stay in Port of Spain. Host and staff were gracious ..."
Reviewed on Aug 1, 2025
SherNest Guest House
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
CA $120
CA $145 total
Oct 1 - Oct 2
includes taxes & fees
8.8/10 Excellent! (3 reviews)
"The space is great it needs updating though. I saw from last year other guests suggested a few things that would make a guest’s stay much more enjoyable but those things one year later has not been done. We stayed for carnival and the distance to events held in the Savannah was amazing. Message to ..."
Reviewed on Feb 27, 2026
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
CA $330
CA $400 total
Sep 29 - Sep 30
includes taxes & fees
9.2/10 Wonderful! (1,077 reviews)
"Well kept property. Professional staff. The breakfast and dinner was spectacular. The Gym and pool was also great. I had an awesome stay at this hotel. We definitely be back."
Reviewed on Aug 31, 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 San Juan
Port of Spain & Fort George Sightseeing Tour
CA $77
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
CA $162
per adult
100% of travellers recommend
Frequently asked questions
How much does a San Juan vacation package cost?
Offering great value package deals from CA $871 on Expedia, you'll be pleasantly surprised at how much a vacation to San Juan costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to San Juan?
To pick up cheap San Juan vacation packages, plan your getaway outside of peak times such as school holidays. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for San Juan?
Typically, a handful of days is enough to visit the major sights during your San Juan vacation. But if you'd like to have more time to relax or go on day tours, consider extending your itinerary.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical San Juan package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a San Juan vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still have the flexibility to create a customized San Juan vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to San Juan?
If you're planning a spontaneous San Juan trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to San Juan?
- Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit San Juan.
- Budget wisely: On top of the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to San Juan.
- Decide your trip length: Think about how much time you want to spend discovering San Juan. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your accommodations and airfare: Once you've nailed down 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.
