San Juan Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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
San Juan

Old San Juan

4/5(1 area review)

The interesting museums and waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.

Find hotels in Old San Juan

San Juan Beach Holiday

Whether you're on the road alone or with the whole crew, it'll be easy to kick back and relax on your San Juan holiday. Look for seashells or kick back on the shore and watch the sunset. Whatever you decide to do, your trip to San Juan will certainly be memorable. Condado Beach, located 3 kilometres from the city centre, is ideal for those looking for convenience. Many people also lock in San Juan holiday packages closer to Escambron Beach, another appealing option.

Top hotels in San Juan

The Condado Plaza Hotel
The Condado Plaza Hotel
4 out of 5
999 Ashford Avenue, San Juan
The price is S$380 per night from 8 Apr to 9 Apr
S$380
includes taxes & fees
8 Apr - 9 Apr
7.4/10 Good! (1,000 reviews)
"The room was perfect. Definitely better than my expectations. For the price, well worth it. The views, pools and grounds are very nice. Staff was super wonderfully nice. The pool area could have used a few more lounge chairs."

Reviewed on 11 Mar,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 S$368 per night from 7 Apr to 8 Apr
S$368
includes taxes & fees
7 Apr - 8 Apr
8.4/10 Very Good! (1,590 reviews)
"The stay was amazing! I only ask that each room have a microwave."

Reviewed on 9 Mar,2025

Caribe Hilton
San Juan Marriott Resort and Stellaris Casino
San Juan Marriott Resort and Stellaris Casino
4.5 out of 5
1309 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
The price is S$746 per night from 7 Apr to 8 Apr
S$746
includes taxes & fees
7 Apr - 8 Apr
8.8/10 Excellent! (1,170 reviews)
"Everyone was very nice property was clean"

Reviewed on 8 Mar,2025

San Juan Marriott Resort and Stellaris Casino
See all 2,185 properties in San Juan
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 holiday 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 holiday to San Juan costs.
What are the cheapest months to go to San Juan?
If you’re looking to book a cheap San Juan holiday 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 many days is enough for San Juan?
We suggest planning a San Juan holiday for around 3 days. This will give you enough time to check off major attractions such as Catedral Basilica Menor de San Juan Bautista and Playa Ocean Park, as well as explore neighbourhoods like Santurce and Isla Verde. You could even squeeze in a day trip (or two) beyond San Juan.
Is it worth booking a holiday package to San Juan?
San Juan has everything you need for an amazing getaway. Get your San Juan holiday off to a flying start by checking out popular attractions like Condado Beach.
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 holiday package well in advance.
Is it cheaper to book a San Juan holiday as a package?
You can enjoy significant savings on your San Juan break by booking a tailored holiday 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 holiday package to San Juan?
If you’re considering a spur-of-the-moment San Juan holiday, 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 favourite 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 accommodation and airfare: Once you’ve nailed down your dates and duration, lock in the right San Juan holiday package for you.

Popular places to visit

Condado Beach featuring kayaking or canoeing, tropical scenes and a beach

Condado Beach

4.5/5(3 reviews)

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Condado Beach
Escambron Beach

Escambron Beach

4/5(1 review)

Swim in calm waters among colorful fish at a picturesque beach that is regularly voted one of the best in Puerto Rico.

Escambron Beach
El Morro which includes general coastal views and heritage elements

Castillo San Felipe del Morro

5/5(2 reviews)

This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.

Castillo San Felipe del Morro

What to do in San Juan

Cayo Icacos Snorkeling Tour: Lunch & Drinks Included

Cayo Icacos Snorkeling Tour: Lunch & Drinks Included

S$168
per traveller
98% of travellers recommend
Cayo Icacos Snorkeling Tour: Lunch & Drinks Included
City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

S$79
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
Shallow waters make this beach in Puerto Rico perfect for paddling.

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

S$160
per adult
96% of travellers recommend
Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise
See all activities in San Juan

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.