San Juan Vacation Packages

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    Save up to CA $775 when you book a flight and hotel together*
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Your San Juan Vacation

With everything planned before you go away, our San Juan vacation packages mean you can focus more on having fun. No matter if you're based in the neighborhood of Downtown Port of Spain, which is great for culture, or somewhere else, this city promises an array of discoveries. If your trip to San Juan includes a little sightseeing, check out popular attractions like Queens Park Savanah, Ariapita Avenue and Movietowne. Your San Juan vacation is clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your travel style.

Top San Juan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
per person
Aug. 18 - Aug. 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Port of Spain (POS)
6.6/10 (29 reviews)
I would definitely stay here again. They waived my deposit and gave me a bus pass to explore the city. Everyone was loving and warm. I love y’all. Room 112. I will definitely book with y’all again. Much Love and respect.

Reviewed on May 26, 2024

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Aug. 18 - Aug. 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Port of Spain (POS)
7.8/10 Good! (1,002 reviews)
The location is very convenient to the city night life.

Reviewed on May 18, 2024

Vintage Oaks Hideaway

Vintage Oaks Hideaway

2.5 out of 5
per person
Jul. 9 - Jul. 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
No reviews
Derick's Inn

Derick's Inn

2 out of 5
per person
Jun. 28 - Jul. 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Port of Spain (POS)
9.8/10 Exceptional! (6 reviews)
This was very convenient for me. I requested transportation and they was on time and pleasant, gave me a warm welcome and the customer service was delightful. Definitely recommend

Reviewed on Apr. 22, 2024

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
per person
Aug. 18 - Aug. 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Port of Spain (POS)
9.2/10 Wonderful! (1,004 reviews)
Nice hotel, water front, very nice location and staff are very friendly but we had some bedbugs issues. Besides everything else was great.

Reviewed on May 25, 2024

San Juan Hotel Deals

SherNest Guest House
SherNest Guest House
3 out of 5
25 GORBIN #1, San Juan, San Juan-Laventille Regional Corporation
The price is CA $116 per night from Jun. 10 to Jun. 11
CA $116
CA $139 total
includes taxes & fees
Jun 10 - Jun 11
SherNest Guest House
The "Dous" Modern Apartment
The "Dous" Modern Apartment
San Juan
The price is CA $109 per night from May 29 to May 30
CA $109
CA $189 total
includes taxes & fees
May 29 - May 30
6/10 (1 review)
Too many excuses
"I booked this home, after payment i was then alerted by owner that the accommodation isn't available due to renovations. He mentioned having another with no additional cost. I saw some pictures and decided to stay at the new place. However i inquire about the wash and dryer as it was one of the amenities ..."

Reviewed on Aug. 19, 2023

The "Dous" Modern Apartment
Angelene's place - Oui Papa!
Angelene's place - Oui Papa!
San Juan
Get rates
Angelene's place - Oui Papa!
See all 300 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

Frequently asked questions

How much does a San Juan vacation package cost?
Our San Juan packages, which start at just CA $1,331, are the easiest way to save money. Select your favorite hotels, flights and more to create a personalized trip.
How do I get a cheap travel package to San Juan?
Booking a flight and hotel together with Expedia won’t just save you time — it’ll save you a pretty penny too. A San Juan vacation package makes it a breeze to create your ideal trip. With more than 550 airlines around the world to pick from, finding convenient flights that suit your busy schedule won’t be hard. Not only that, we’ve got over 1,000,000 hotel options globally to take your pick of. Talk about choice! Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in San Juan?
San Juan is home to numerous terrific places to discover, such as Mohammed Ali Jinnah Memorial Mosque. Secure a room in a hotel close by and make sightseeing easier.
What are the top hotels in San Juan?
Many people opt to stay at Hislop On The Hill in Success. If it’s your first time visiting San Juan, you’ll be given a warm welcome here.
How far in advance should I book my San Juan vacation?
Smart travelers often reserve their seats early. You can usually start comparing international fares on Expedia up to 12 months before your flight. If you’re late to book, don’t worry. Discounted prices occasionally occur just weeks prior to departure.
What does an Expedia San Juan travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to build your perfect San Juan travel package. Once you’ve made your booking, you can add on fun stuff like sightseeing tours and activities. Remember — the more you bundle, the greater the savings!
What should I know before booking a San Juan travel package?
A package can be easier on the bank balance than separately booking all you need for your escape. For example, bundle your flights, hotels and rental cars and save a packet. No matter your vacation plans, there’s bound to be a package to suit your budget.
Can I choose my airline with a San Juan Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to pick from all over the world. With all that choice, finding the ideal carrier to whisk you away to San Juan will be a snap.
If I'm not able to travel, can I cancel my San Juan vacation package?
Certainly, and we’ll help you every step of the way. You may be able to cancel or change your San Juan vacation package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If life gets in the way of your vacation, look up our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.