San Juan Vacation Packages

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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.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (429 reviews)
For my first time in Puerto Rico this hotel was perfect! The location was amazing and was walking distance to a lot of places like the beach and many good restaurants! Additionally, the hotel staff were super nice and made sure we had everything we needed! Would definitely stay here again!

Reviewed on Jul. 31, 2025

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (347 reviews)
Was very spacious except for the narrow walls and fridge leaking water. But I love the apt. Everything was convenient and near by. Employees very nice and friendly.

Reviewed on Jul. 31, 2025

Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (1,003 reviews)
This was my second trip to the Lazy Parrot this year and my husband's first time. He was disappointed that our regular hotel was booked out but once he had the Lazy Parrot experience he loved it. He said we will definitely return. The Thai food was great, excellent vegetarian options for me, and meat options for hubby. I'm not a great sleeper but those beds were amazingly comfy and I actually got good sleep!

Reviewed on Jul. 31, 2025

Sandy Beach Hotel

Sandy Beach Hotel

3 out of 5
Condado
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
6.2/10 (1,004 reviews)
Sandy Beach Hotel needs to update their website, pictures are not same as building structure and amenities are up to request and have to returned right after use other than that i guess it’s pretty good friendly staff.

Reviewed on Jul. 4, 2025

Oceanside Adventures

Oceanside Adventures

4 out of 5
Isla Verde
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
10/10 Exceptional! (1 review)

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
Condado

Condado

1 out of top 10 points of interest in this area
4/5(20 area reviews)

Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.

Find hotels in Condado

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 $283 per night from Aug 17 to Aug 18
CA $283
CA $361 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,468 reviews)
"Beautiful property walk up beach can’t recommend anywhere else on the island I love this place will be coming back for a third time soon."

Reviewed on Jul. 28, 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 $273 per night from Aug 25 to Aug 26
CA $273
CA $373 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (2,095 reviews)
"Place is amazing."

Reviewed on Jul. 31, 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 CA $470 per night from Aug 12 to Aug 13
CA $470
CA $626 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (1,539 reviews)
"Classic hotel with a great bar."

Reviewed on Jul. 31, 2025

Condado Vanderbilt Hotel
See all 2,529 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

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

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

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

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

CA $221
per adult
90% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

CA $93
per adult
74% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
Single female snorkeler in the ocean off the coast of Puerto Rico

Catamaran Sail & Snorkeling in the Caribbean with Lunch

CA $252
per traveller
90% of travellers recommend
Catamaran Sail & Snorkeling in the Caribbean with Lunch
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 $638 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.