San Juan Holidays

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Our guide on 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 Holiday

Our pick of the best 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 NZ$475 per night from 28 Apr to 29 Apr
NZ$475
includes taxes & fees
28 Apr - 29 Apr
7.4/10 Good! (1,055 reviews)
"Lication"

Reviewed on 15 Apr. 2025

The Condado Plaza Hotel
Caribe Hilton
Caribe Hilton
4.5 out of 5
1 San Geronimo Street, San Juan
The price is NZ$473 per night from 4 May to 5 May
NZ$473
includes taxes & fees
4 May - 5 May
8.4/10 Very Good! (1,638 reviews)
"Loved the view. Every morning we would open the door to the balcony and enjoy our coffee listening to the ocean waves."

Reviewed on 14 Apr. 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 NZ$858 per night from 11 May to 12 May
NZ$858
includes taxes & fees
11 May - 12 May
8.8/10 Excellent! (1,175 reviews)
"It was straight there was only one nicer hotel that we saw on the strip but they had Ferraris and Bentleys there. I was not afraid to wear our jewelry out at La Placita or anywhere, due to lots of cops. Casino was mid, but not corrupt and we walked away with $300 dollars. Resort fee was $350 with ..."

Reviewed on 10 Apr. 2025

San Juan Marriott Resort and Stellaris Casino
See all 2,236 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.

Discover the most popular places to visit in San Juan

Luquillo Beach featuring a sandy beach

Luquillo Beach

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
Castillo San Felipe del Morro showing general coastal views and heritage elements

Castillo San Felipe del Morro

4/5(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

Casino del Mar at La Concha Resort

Why not try your luck with a visit to Casino del Mar at La Concha Resort during your travels in San Juan? Stroll along the beautiful beaches in this vibrant area or visit its top-notch restaurants.

Casino del Mar at La Concha Resort

What to do in San Juan

Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

NZ$119
per adult
74% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

NZ$131
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
Main Natural Waterslide

El Yunque Waterslide and Waterfall Tour with Food and Photos

NZ$103
per adult
92% of travellers recommend
El Yunque Waterslide and Waterfall Tour with Food and Photos
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.