San Juan Vacations

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Where to stay in San Juan

Find the best San Juan areas and neighborhoods for the activities you enjoy most. Learn more about San Juan

Find the Best San Juan Vacation Packages

San Juan Hotel Deals

The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
The price is AED 687 per night from Aug 17 to Aug 18
AED 687
AED 889 total
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (1,480 reviews)
"My boys and I had a great time here!"

Reviewed on 29 July 2025

The Condado Plaza Hotel
Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street, San Juan
Fully refundableReserve now, pay when you stay
The price is AED 676 per night from Aug 26 to Aug 27
AED 676
AED 937 total
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very Good! (2,093 reviews)
"This is my second time staying at the Caribe Hilton in San Juan, PR. Feel in love the first time and I will continue to come back because of the great hospitality and convenience. You have plenty of choices to eat in the resort along with gift shops. Lots of activities to do every day and great live ..."

Reviewed on 30 July 2025

Caribe Hilton
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
The price is AED 1,233 per night from Aug 13 to Aug 14
AED 1,233
AED 1,642 total
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (1,535 reviews)
"The people that work here are so nice."

Reviewed on 30 July 2025

Condado Vanderbilt Hotel
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.

Discover the most popular places to visit in San Juan

Frequently asked questions

How much does a San Juan vacation package cost?
You'll find cheap prices on Expedia for your San Juan escape. However, a range of factors like the season, choice of hotel and length of stay 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 visiting in September, October and November. You'll typically find better prices on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How to find the best San Juan package deals?
Use Expedia's filter tool 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 want to save, plan your break for midweek, or search for San Juan package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a San Juan vacation as a package?
You can enjoy significant savings on your San Juan break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to San Juan?
If you're considering a spur-of-the-moment San Juan vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to San Juan?

  1. Pick your travel dates: The things you want to do in San Juan and your favorite season will help you decide when to get away.
  2. Plan your budget wisely: As well as the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to San Juan.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to experience in San Juan. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, lock in the right San Juan vacation package for you.