Obrero Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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

Top Holiday Package Deals in Obrero

Price found within the past 48 hours. Click for updated prices.
Picuas Village

Picuas Village

3 out of 5
Zarzal
Price was CA $2,126, price is now CA $1,428 per person
CA $1,428
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
7.8/10 Good! (86 reviews)
Todo exelente un lugar acojedor

Reviewed on Oct 22, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Price was CA $19,728, price is now CA $12,870 per person
CA $12,870
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
6/10 (1 review)
Everything is 10 times more expensive compare to any other place I visites

Reviewed on Aug 8, 2026

310Guest-House LaVida

310Guest-House LaVida

4.5 out of 5
Old San Juan
Price was CA $2,935, price is now CA $1,933 per person
CA $1,933
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (60 reviews)

THE BUOY

THE BUOY

3.5 out of 5
Santurce
Price was CA $2,522, price is now CA $1,695 per person
CA $1,695
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (64 reviews)
Super clean ! Was perfect area in San Juan !

Reviewed on Oct 27, 2026

Ocean Breeze Villa

Ocean Breeze Villa

4 out of 5
Puerta de Tierra
Price was CA $3,194, price is now CA $2,172 per person
CA $2,172
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (40 reviews)
We stayed 6 nights in October. Check-in was easy, they sent a code for the door al. The place was a good base for our trip around San Juan.

Reviewed on Oct 28, 2026

Where to stay in Obrero

Find the best Obrero areas and neighborhoods for the activities you enjoy most. Learn more about Obrero
A densely packed urban area with colorful buildings and a clear sky.

Old San Juan

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 Castillo de San Cristobal might round out your trip.

Find hotels in Old San Juan

Obrero Hotel Deals

Santurtzi Complex

Santurtzi Complex

3 out of 5
2061 Av. I San Juan San Juan
9.4/10 Exceptional! (83 reviews)
"The stay was good and the house too but the linen were not as clean or white, specially the towels"

Reviewed on Oct 21, 2026

Get rates
Santurtzi Complex
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
301 Hwy 693 Vega Alta
Fully refundable
The price is CA $180 per night from Nov 30 to Dec 1
CA $180
CA $257 total
Nov 30 - Dec 1
includes taxes & fees
9.4/10 Exceptional! (4,162 reviews)
"This is a very beautiful place The staff were amazing and very helpful in everything the stay was amazing and the place is just stunning will definitely stay there again"

Reviewed on Nov 1, 2026

Hyatt Vacation Club at Hacienda del Mar, Dorado
AC Hotel by Marriott San Juan Condado

AC Hotel by Marriott San Juan Condado

4 out of 5
1369 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from Dec 2 to Dec 3
CA $286
CA $388 total
Dec 2 - Dec 3
includes taxes & fees
8.6/10 Excellent! (1,258 reviews)
"We had an incredible stay! Everything was easy, the staff was attentive, and the lobby smelled amazing. Our one-bedroom suite was in great condition and extremely comfortable. Having two full bathrooms was a pleasant surprise! We didn’t use the pool or other amenities, so we can’t speak to those, ..."

Reviewed on Oct 31, 2026

AC Hotel by Marriott San Juan Condado
See all 4,434 properties in Obrero
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
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Frequently asked questions

How much does an Obrero vacation package cost?
From as little as CA $1,428. Yes, you read that correctly. Our Obrero vacation packages are the quickest way to stretch your budget further. Combine your hotels, flights and rental car and explore this lively destination.
How do I get a cheap travel package to Obrero?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into an Obrero vacation package and save. Score even more bargains when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to customize your vacation your own way. We offer over 550 airlines and 1,000,000 hotels throughout the world, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in Obrero?
Make sightseeing a breeze by staying someplace close to Obrero's big attractions. Luquillo Beach and Puerto Rico Convention Center are two of the best in the area.
How far in advance should I book my Obrero vacation?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available up to a year in advance. If you're booking last minute, fear not. Budget prices appear from time to time just weeks before departure dates.
What does an Expedia Obrero travel package include?
Travel packages include rental cars, flights and hotels, but you can mix and match them to create your dream Obrero vacation. You can also add on fun things like activities and tours once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking an Obrero travel package?
A travel package can be easier on the credit card than separately booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save big. Whatever your vacation goals are, you're bound to find a package within your budget.
Can I choose my airline with an Obrero Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 partner airlines all over the world, so you can tailor your Obrero escape according to your needs and budget.
If I'm not able to travel, can I cancel my Obrero vacation package?
Your situation can change in a flash, so yes. You may be able to change or cancel your Obrero vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make changes, but your car rental company, airline or hotel may charge a fee. Looking for more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Things to do

El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

CA $124
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

CA $63
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Small-Group El Yunque Waterslide Adventure & transportation

Small Group El Yunque Waterslide and Transportation with Photos

CA $62
per adult
98% of travellers recommend
Small Group El Yunque Waterslide and Transportation with 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.