Title: St. Augustine Vacation Packages & Trips 2026 from CA $735 | Expedia.ca [St. Augustine Travel Guide](https://expedia.ca/St-Augustine.dx6337907)[Hotels in St. Augustine](https://expedia.ca/St-Augustine-Hotels.d6337907.Travel-Guide-Hotels)[Vacation Rentals in St. Augustine](https://expedia.ca/St-Augustine-Vacation-Rentals.d6337907.Travel-Guide-VacationRentals)[Flights to St. Augustine](https://expedia.ca/Cheap-Flights-To-St-Augustine.d6337907.Travel-Guide-Flights)[St. Augustine Car Rentals](https://expedia.ca/Car-Rentals-In-St-Augustine.d6337907.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6337907/85392221-9ae6-4d1e-bc88-10e9faa54676.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # St. Augustine Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit 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 #### Your St. Augustine Vacation With one of our vacation packages to St. Augustine, you'll discover countless opportunities for fun and relaxation. There's tons to look forward to, including its rich history and beaches. [Trincity Mall](https://www.expedia.ca/Trincity-Mall-Piarco.d553248635975834110.Vacation-Attraction), [University of the West Indies](https://www.expedia.ca/University-Of-The-West-Indies-St-Augustine.d6119468.Vacation-Attraction) and [Mount St. Benedict Monastery](https://www.expedia.ca/Mount-St-Benedict-Monastery-St-Augustine.d553248621532866537.Vacation-Attraction) are just a few of the many attractions worth exploring during your trip to St. Augustine. Your ideal St. Augustine vacation is a couple of clicks away. Browse airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style. ## Top St. Augustine Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Woodbrook on the Avenue](https://images.trvl-media.com/lodging/20000000/19770000/19770000/19769980/fa9f915c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Woodbrook on the Avenue Woodbrook CA $735 per person Apr 12 - Apr 17 found 19 hours ago Roundtrip flight included Toronto (YTO) to Port of Spain (POS) 9/10 Wonderful! (76 reviews) The room was clean and well prepared for us. Reviewed on Feb 1, 2026 ![The Chancellor Hotel](https://images.trvl-media.com/lodging/7000000/6670000/6660600/6660557/9c88d298_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Chancellor Hotel CA $927 per person Apr 19 - Apr 24 found 19 hours ago Roundtrip flight included Toronto (YTO) to Port of Spain (POS) 7.2/10 Good! (31 reviews) The staffs were very friendly. I Didn't use the pool. Supermarket was close by as well as a convenient store. Reviewed on Nov 18, 2025 ![Hyatt Regency Trinidad](https://images.trvl-media.com/lodging/2000000/1800000/1793200/1793103/238cf6ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Trinidad Downtown Port of Spain CA $1,349 per person Apr 12 - Apr 17 found 19 hours ago Roundtrip flight included Toronto (YTO) to Port of Spain (POS) 9.2/10 Wonderful! (1,008 reviews) I got to give credit to the outstanding staff the bartenders Kyle, Nishri, and Gregory took good care of me during my stay. The young lady in housekeeping that serviced my room 1927 was exceptionally kind and courteous. Reviewed on Feb 10, 2026 ![Cattleya Hotel](https://images.trvl-media.com/lodging/36000000/35600000/35591700/35591605/65539fde_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cattleya Hotel CA $821 per person Apr 19 - Apr 24 found 19 hours ago Roundtrip flight included Toronto (YTO) to Port of Spain (POS) 6/10 (46 reviews) \*\*Fantastic Stay – Great Location & Amazing Staff!\*\* an excellent experience from start to finish. The staff was incredibly friendly and welcoming, always ready to assist with a smile. Check-in was smooth, and they even provided great recommendations for nearby attractions and dining options. The hotel itself was clean, modern, and well-maintained. My room was spacious, comfortable, and had all the amenities I needed, including a cozy bed, fast Wi-Fi, and a well-stocked minibar. Housekeeping did a fantastic job of keeping everything spotless throughout my stay. One of the best things about this hotel is its location. It’s conveniently situated in the heart of Tunapuna, close commute to major attractions, restaurants, and shopping areas just a short walk away. Whether you're here for business or leisure, everything you need is within reach. The on-site facilities were also impressive. The restaurant served delicious meals. Overall, I had a wonderful stay and highly recommend it to anyone visiting the area. Great service, a prime location, and excellent amenities for the price. I will definitely be returning on my next trip! Reviewed on Mar 12, 2025 ![Airport Inn](https://images.trvl-media.com/lodging/33000000/32480000/32472700/32472690/33e7aece_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Airport Inn CA $920 per person Apr 19 - Apr 24 found 19 hours ago Roundtrip flight included Toronto (YTO) to Port of Spain (POS) 8.2/10 Very Good! (115 reviews) Great location excellent customer service Reviewed on Jan 28, 2026 ## Ready to book your vacation to St. Augustine? Choose your dates ## St. Augustine Hotel Deals ![Pax Guest House](https://images.trvl-media.com/lodging/12000000/11990000/11981000/11980908/faa11dde_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pax Guest House Mount St. Benedict St. Augustine Trinidad Fully refundableReserve now, pay when you stay CA $146 CA $161 total Feb 11 - Feb 12 includes taxes & fees 9.2/10 Wonderful! (47 reviews) Very welcoming and helpful. A great location. Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=11980908&PinnedHotelID=11980908&HadPinnedHotel=true®ionId=6337907) ![2 Bed parking gated modern](https://images.trvl-media.com/lodging/103000000/102020000/102017100/102017062/8e80d651_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 2 Bed parking gated modern Gordon St, 27 St. Augustine Tunapuna-Piarco 10/10 Exceptional! (2 reviews) Everything was great, thank you ! I think the battery in the gate opener msu need replacing. Reviewed on Oct 29, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=102017062&PinnedHotelID=102017062&HadPinnedHotel=true®ionId=6337907) [](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=102017062&PinnedHotelID=102017062&HadPinnedHotel=true®ionId=6337907) ![Hyatt Regency Trinidad](https://images.trvl-media.com/lodging/2000000/1800000/1793200/1793103/238cf6ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Trinidad No 1 Wrighton Road Port of Spain Trinidad Fully refundableReserve now, pay when you stay CA $324 CA $394 total Feb 19 - Feb 20 includes taxes & fees 9/10 Wonderful! (1,006 reviews) The staff was extremely courteous and helpful and eager to assist in any way. The rooms were clean and housekeeping was very up to date. Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F02%2F2026&endDate=20%2F02%2F2026&selected=1793103&PinnedHotelID=1793103&HadPinnedHotel=true®ionId=6337907) [See all 392 properties in St. Augustine](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F02%2F2026&endDate=12%2F02%2F2026®ionId=6337907) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in St. Augustine #### University of the West Indies Walk around the campus at University of the West Indies during your visit to St. Augustine. Stroll along the area's waterfront, or simply savor its top-notch restaurants. [](https://expedia.ca/University-Of-The-West-Indies-St-Augustine.d6119468.Vacation-Attraction) ### What to do in St. Augustine ![Statue in city of Trinidad](https://mediaim.expedia.com/localexpert/411888/63b8ebc8-88d3-4b89-b918-bcd42d6451dc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary CA $157 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/full-day-city-tour.a411888.activity-details) ![monument in front of a glass building in Trinidad and Tobago](https://mediaim.expedia.com/localexpert/411876/b173a7ca-37d0-4a53-8952-60ff8ce32da5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Port of Spain & Fort George Sightseeing Tour CA $75 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/port-of-spain-fort-george-sightseeing-tour.a411876.activity-details) ![Farmers' Market](https://mediaim.expedia.com/localexpert/1128336/f263c9ca-e91c-4756-b004-5b2ba4b594c5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Saturday Markets & Brunch Tour CA $87 per adult [](https://expedia.ca/things-to-do/saturday-markets-brunch-tour.a1128336.activity-details) [See all activities in St. Augustine](https://expedia.ca/things-to-do/search?rid=6337907) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app