San Juan Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 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
Find the Best San Juan Vacation Packages
San Juan Hotel Deals
The Blue Mirage
Boundary Extension Road San Juan San Juan-Laventille Regional Corporation
₩134,703
₩161,643 total
Aug 24 - Aug 25
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
₩124,724
₩149,668 total
Sep 20 - Sep 21
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
₩302,111
₩367,065 total
Sep 11 - Sep 12
includes taxes & fees
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 snap up a vacation package to this destination on Expedia. However, how much your vacation to San Juan costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to San Juan?
To score cheap San Juan vacation packages, plan your getaway outside of peak periods such as school holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for San Juan?
Generally, a handful of days is enough to check out the main sights during your San Juan vacation. But if you prefer to have time to rest or take day tours, think about extending your itinerary.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable San Juan package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
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 accommodations and flights individually. Better still, you can personalize your San Juan escape 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?
If you've got your San Juan vacation dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to San Juan?
- Choose your dates: What you want to do in San Juan and your favorite season can help you decide when to travel.
- Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodations will likely be the biggest expense during your trip to San Juan.
- Decide your trip length: Think about how much time you want to spend exploring San Juan. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
- Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the right 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.
