San Juan Vacation Packages

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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.
Metro Hotel Couva

Metro Hotel Couva

3.5 out of 5
Price was CA $1,000, price is now CA $835 per person
CA $835
per person
Sep 8 - Sep 15
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to Port of Spain (POS)
8.4/10 Very good! (468 reviews)
The location was convenient for me. Price was affordable and offered breakfast. The elevator was small but steps was the way for me. Shower door took some work to open and close. Rooms are big with 2 king beds so bring a friend. Security guard at nights. Very helpful staff. Will definitely consider Metro again for future trips. Thank you

Reviewed on Jun 16, 2026

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was CA $1,173, price is now CA $859 per person
CA $859
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Port of Spain (POS)
6/10 (1,002 reviews)
Clean room, close to the airport. Felt safe and price was right.

Reviewed on Jun 28, 2026

Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was CA $1,226, price is now CA $905 per person
CA $905
per person
Sep 8 - Sep 15
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to Port of Spain (POS)
9/10 Wonderful! (85 reviews)
The accommodation was ideal for a couple nights, close to The Avenue which had everything from bars, food courts and supermarkets. Air-conditioning,Tv

Reviewed on Jun 2, 2026

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
St. Anns
Price was CA $1,478, price is now CA $1,152 per person
CA $1,152
per person
Sep 8 - Sep 15
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to Port of Spain (POS)
7/10 Good! (37 reviews)
Shower was not properly functioning when asked to switch rooms front desk could not program room key - they gave me access to a second room so I can shower using the housekeeping key both rooms had 1 towel 1 face towel and no washcloths Bar onsite but no staff to serve drinks Ended up checking out early due to issues at property

Reviewed on Apr 8, 2026

West Palm Hotel

West Palm Hotel

3 out of 5
Price was CA $1,384, price is now CA $1,162 per person
CA $1,162
per person
Sep 8 - Sep 15
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to Port of Spain (POS)
6/10 (120 reviews)
The staff was extremely helpful.

Reviewed on Jun 28, 2026

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San Juan Hotel Deals

The Blue Mirage

The Blue Mirage

2 out of 5
Boundary Extension Road San Juan San Juan-Laventille Regional Corporation
The price is CA $146 per night from Jul 6 to Jul 7
CA $146
CA $177 total
Jul 6 - Jul 7
includes taxes & fees
10/10 Exceptional! (2 reviews)
"The property was beautiful. The room was comfortable and met every need. Enjoyed the pool and the quiet. The neighborhood did not seem safe, and there were no restaurants in close proximity, so a car is needed. Recommend for those not wanting to stay in Port of Spain. Host and staff were gracious ..."

Reviewed on Aug 1, 2025

The Blue Mirage
SherNest Guest House

SherNest Guest House

3 out of 5
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
The price is CA $128 per night from Jul 31 to Aug 1
CA $128
CA $154 total
Jul 31 - Aug 1
includes taxes & fees
8.8/10 Excellent! (3 reviews)
"The space is great it needs updating though. I saw from last year other guests suggested a few things that would make a guest’s stay much more enjoyable but those things one year later has not been done. We stayed for carnival and the distance to events held in the Savannah was amazing. Message to ..."

Reviewed on Feb 27, 2026

SherNest Guest House
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $336 per night from Jul 14 to Jul 15
CA $336
CA $408 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (1,044 reviews)
"Spacious and clean rooms! Great staff!"

Reviewed on Jul 2, 2026

Hyatt Regency Trinidad
See all 442 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
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Beach Vacations
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Family Vacations
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What to do in San Juan

monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

CA $76
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
Food Experience at Night

Food Experience at Night

CA $125
per adult
100% of travellers recommend
Food Experience at Night
Statue in city of Trinidad

Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary

CA $159
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
See all activities in San Juan

Frequently asked questions

How much does a San Juan vacation package cost?
Offering great value package deals from CA $835 on Expedia, you'll be pleasantly surprised at how much a vacation to San Juan costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to San Juan?
To pick up cheap San Juan vacation packages, plan your getaway outside of peak times such as school holidays. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for San Juan?
Typically, a handful of days is enough to visit the major sights during your San Juan vacation. But if you'd like to have more time to relax or go on day tours, consider extending your itinerary.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical San Juan package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a San Juan vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still have the flexibility to create a customized San Juan vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to San Juan?
If you're planning a spontaneous San Juan trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to San Juan?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit San Juan.
  2. Budget wisely: On top of the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to San Juan.
  3. Decide your trip length: Think about how much time you want to spend discovering San Juan. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal San Juan vacation package for you.

Explore a world of travel with Expedia

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