San Juan Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Your San Juan Vacation

Book a San Juan vacation package that includes everything you need without any unnecessary extras. Great for fishing, nature and history, think about staying in the neighborhood of Palo Seco. Like to explore your surroundings? San Juan Gate, La Fortaleza and Catedral Basilica Menor de San Juan Bautista are just a few of the top-rated places to visit during a trip to San Juan. Your ideal San Juan vacation is a few clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored just for you.

Top San Juan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.6/10 Excellent! (285 reviews)
I like the property the system of room services they use is nice, they ask you by text message if you need service or not

Reviewed on Jul. 9, 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (429 reviews)
Beautiful hotel great service and staff were friendly. Would love to have better parking access,newer elevators (got stuck twice)

Reviewed on Jul. 11, 2025

Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Higuillar
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Juan (SJU)
No reviews
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Old San Juan
Save 100% on your flight
per person
Sep 22 - Sep 29
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.4/10 Exceptional! (1,229 reviews)
Clean excellent location

Reviewed on Jul. 10, 2025

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Isla Verde
Save 100% on your flight
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.4/10 Very Good! (1,757 reviews)
Had an amazing time!

Reviewed on Jul. 11, 2025

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

4.5/5(35 area reviews)

The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Pier 4 might round out your trip.

Find hotels in Old San Juan

San Juan Beach Vacation

There's nothing like a San Juan vacation to add a little spring in your step. The sound of rolling surf and the smell of fresh ocean air will help refresh your mind, body and soul. To be near the town centre on your trip to San Juan, find a hotel around Condado Beach (just 3 kilometres away). If you're intending to stay for a while, browse our San Juan vacation packages. Not only will you be able to save some money, you'll also have other stunning beaches around you to explore, like Playa Ocean Park and Playa del Caribe Hilton. Now that's a win-win!

Things You Should Know About San Juan

  • If fresh sea air and strolls along the shore are your idea of a dreamy escape, why not opt for one of our San Juan beach hotels? Staying by the water is the perfect cure for life's little stresses.
  • Our apartments, like Howard Johnson Centro Cardiovascular San Juan and La Terraza de San Juan, are a hit with visitors of all sorts. Check out the amenities and get ready for your stay in San Juan!
  • San Juan has a population of roughly 418,100 people. Why not get out and mingle with a few of them? It's an excellent way to pick up a little inside intel on the place! Also look up our San Juan things to do page.
  • Don't leave without stopping by Port of San Juan, Condado Beach and Condado Beach. With the cash you save through our San Juan vacation deals, you can see more top attractions like these.

Ready to book your vacation to San Juan?

 

Choose your dates

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 CA $232 per night from Aug 5 to Aug 6
CA $232
CA $305 total
Aug 5 - Aug 6
includes taxes & fees
7.8/10 Good! (1,395 reviews)
"Beautiful view"

Reviewed on Jul. 10, 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 CA $262 per night from Jul 20 to Jul 21
CA $262
CA $360 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (1,979 reviews)
"We enjoyed the property. We didn't like it wasn't any hot water"

Reviewed on Jul. 10, 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 CA $417 per night from Aug 12 to Aug 13
CA $417
CA $561 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (1,272 reviews)
"The staff was extremely kind and helpful!"

Reviewed on Jul. 9, 2025

San Juan Marriott Resort and Stellaris Casino
See all 2,407 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in San Juan

Luquillo Beach featuring a beach

Luquillo Beach

4/5(23 reviews)

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

Luquillo Beach
Condado Beach showing a coastal town, a sandy beach and tropical scenes

Condado Beach

4.5/5(81 reviews)

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

Condado Beach
Dorado Beach

Dorado Beach

4.5/5(16 reviews)

If a restful vacation is part of your travel plans, Dorado Beach might be the perfect place to seek out during your trip to San Juan. While you're in the area, stroll along the seaside.

Dorado Beach

What to do in San Juan

Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

CA $93
per adult
80% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

CA $61
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Paddle boards and floating mat available for private charters only! Call for details!

All Inclusive Beach and Snorkel Boat Tour to Icacos Island

CA $192
per adult
92% of travellers recommend
All Inclusive Beach and Snorkel Boat Tour to Icacos Island
See all activities in San Juan

Frequently asked questions

How much does a San Juan vacation package cost?
You can grab a vacation package to this top destination from CA $754 on Expedia. But how much your vacation to San Juan costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to San Juan?
September, October and November are great times to search for cheap San Juan vacation packages. Travelling in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for San Juan?
We'd recommend booking a San Juan vacation for a minimum of 3 days. This will allow you time to tick off popular sights including Paseo de la Princesa and Plaza las Americas, and also check out neighbourhoods like Santurce and Isla Verde. You might even be able to slot in a day trip outside of San Juan.
Is it worth booking a vacation package to San Juan?
San Juan offers everything you need for an amazing getaway. Begin your San Juan vacation on a high note by checking out top attractions like Condado Beach.
How to find the best San Juan package deals?
Use Expedia's handy filters to help you find some unbeatable San Juan package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for San Juan package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your San Juan escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to San Juan?
If you're planning an impromptu San Juan adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Juan?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the activities available will also help you decide when to visit San Juan.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will likely be the biggest expense during your trip to San Juan.
  3. Decide your trip length: Consider how much time you want to spend discovering San Juan. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a San Juan vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.