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
Price was CA $1,331, price is now CA $1,079 per person
CA $1,079
per person
Jul 8 - Jul 15
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Port of Spain (POS)
8.4/10 Very Good! (467 reviews)
Amazing room .. great breakfast .. loved the amentities ..
Reviewed on May 8, 2026
The Chancellor Hotel
St. Anns
Price was CA $1,666, price is now CA $1,354 per person
CA $1,354
per person
Aug 8 - Aug 14
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
7/10 Good! (37 reviews)
Staff was very friendly. The hotel is gated and always had someone available to open/close it. Check in and check out was a breeze. The hotel is within walking distance of a coffee shop, some local restaurants, the Savannah, gardens, zoo. There was no continental breakfast, no bar even though one was there. We didn't use the pool. Property could use some upgrades and renovation.
Reviewed on Apr 8, 2026
Hyatt Regency Trinidad
Downtown Port of Spain
Price was CA $2,216, price is now CA $1,810 per person
CA $1,810
per person
Aug 8 - Aug 14
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9.2/10 Wonderful! (1,037 reviews)
I would stay again. The staff are trained professionals. No detail was unnoticed, the food was at well prepared and presented. I really enjoyed the ocean view. Eugenia on the wait staff was touch notch.
Reviewed on Jun 1, 2026
West Palm Hotel
Price was CA $1,719, price is now CA $1,412 per person
CA $1,412
per person
Aug 8 - Aug 14
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
6/10 (120 reviews)
The receptionist was so welcoming and assisted us with breakfast when we couldn’t be there on time. Big up the chef for his delicious food, my child loves his fish in coconut milk and eggs 👍. Our room was generally clean and the environment as well together with, the fridge, microwave and Cable TV was in proper working condition. I would definitely recommend staying a night or two.
Reviewed on Mar 23, 2026
San Juan Hotel Deals
The Blue Mirage
Boundary Extension Road San Juan San Juan-Laventille Regional Corporation
The price is CA $139 per night from Jun 8 to Jun 9
CA $139
CA $168 total
Jun 8 - Jun 9
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
SherNest Guest House
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
The price is CA $125 per night from Jul 3 to Jul 4
CA $125
CA $149 total
Jul 3 - Jul 4
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
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $343 per night from Jun 20 to Jun 21
CA $343
CA $417 total
Jun 20 - Jun 21
includes taxes & fees
9.2/10 Wonderful! (1,042 reviews)
"Nice stay as usual"
Reviewed on Jun 2, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
