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

  • Rest easy

    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.
Villas De Playa 2

Villas De Playa 2

3.5 out of 5
Higuillar
Price was CA $2,029, price is now CA $1,448 per person
CA $1,448
per person
Sep 6 - Sep 13
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.4/10 Exceptional! (3 reviews)
It was overall a good experience.

Reviewed on Jun 18, 2026

Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was CA $3,453, price is now CA $1,550 per person
CA $1,550
per person
Sep 1 - Sep 8
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
10/10 Exceptional! (1 review)
The room was clean and spacious!

Reviewed on Mar 24, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Price was CA $9,852, price is now CA $6,719 per person
CA $6,719
per person
Jul 30 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
No reviews
Ocean Breeze Villa

Ocean Breeze Villa

4 out of 5
San Juan Antiguo
Price was CA $2,782, price is now CA $1,899 per person
CA $1,899
per person
Sep 11 - Sep 18
found 2 days ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Juan (SJU)
9/10 Wonderful! (14 reviews)
Beautiful property, lots of things nearby walking distance, would definitely return here!

Reviewed on Jun 21, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Price was CA $2,860, price is now CA $2,037 per person
CA $2,037
per person
Jul 30 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (676 reviews)
Everything that was within their control was amazing! They were all very helpful with giving us information about possible things to do, where to eat and with issues that we had with the water situation that they are having in Puerto Rico. I would definitely stay there again in a different occasion.

Reviewed on Jun 10, 2026

Where to stay in Obrero

Find the best Obrero areas and neighborhoods for the activities you enjoy most. Learn more about Obrero
Isla Verde

Isla Verde

1 out of top 10 points of interest in this area
4/5(28 area reviews)

White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.

Find hotels in Isla Verde

Obrero Hotel Deals

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
The price is CA $522 per night from Jun 30 to Jul 1
CA $522
CA $737 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (2,090 reviews)
"The rooms were cleaned every morning as well as freshly made beds and towels. The staff were friendly and very helpful. The service was great."

Reviewed on Jun 21, 2026

Fairmont El San Juan Hotel
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $345 per night from Jul 5 to Jul 6
CA $345
CA $444 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,994 reviews)
"Overpriced and underwhelming food options onsite."

Reviewed on Jun 21, 2026

Hyatt Regency Grand Reserve Puerto Rico
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
The price is CA $274 per night from Jul 5 to Jul 6
CA $274
CA $360 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (3,700 reviews)
"My first room cleaning was confirmed via text but didn’t occur, deadline was 4 pm. The front desk clerk informed me it was extended to 530p due to the busy day staff were having. I was ok with that, however, it never was completed. I called at 9pm just to request towels and bathroom cleaner, I immediately ..."

Reviewed on Jun 21, 2026

Hyatt Vacation Club at Hacienda del Mar, Dorado
See all 4,182 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
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Frequently asked questions

How much does an Obrero vacation package cost?
From as little as CA $1,448. 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.

Discover the most popular places to visit in Obrero

Condado Beach

Condado Beach

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

Condado Beach
Luquillo Beach

Luquillo Beach

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

Luquillo Beach
An aerial view of west beach residences Dorado Beach Resort in Puerto Rico, capturing both the coastline and the adjacent golf course. To the left, the coastline runs along the blue waters.

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

Things to do

Luquillo Beach Horse Ride from Carabalí Rainforest Adventure Park

Luquillo Beach Horse Ride from Carabalí Rainforest Adventure Park

CA $227
per adult
100% of travellers recommend
Luquillo Beach Horse Ride from Carabalí Rainforest Adventure Park
Best of Old San Juan Walking Tour with El Morro Entry

Best of Old San Juan Walking Tour with El Morro Entry

CA $68
per adult
96% of travellers recommend
Best of Old San Juan Walking Tour with El Morro Entry
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

CA $122
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
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.