Title: St. Augustine Vacation Packages & Trips 2026 from CA $1,016 | 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

- ##  
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Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
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#### 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.

![Metro Hotel Couva](https://images.trvl-media.com/lodging/14000000/13580000/13574400/13574304/7f4effff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Metro Hotel Couva

CA $1,016

per person

May 18 - May 25

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Port of Spain (POS)

8.4/10 Very Good! (445 reviews)

Clean rooms safe parking

Reviewed on Mar 19, 2026

![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 $1,345

per person

May 21 - May 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Port of Spain (POS)

9.2/10 Wonderful! (1,016 reviews)

Very good and huge selection

Reviewed on Apr 3, 2026

![Chaquacabana Resort & Beach Club](https://images.trvl-media.com/lodging/96000000/95330000/95328900/95328885/w828h826x0y0-92ef4abf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chaquacabana Resort & Beach Club

CA $1,483

per person

May 18 - May 25

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Port of Spain (POS)

6/10 (95 reviews)

Te breakfast was oil,

Reviewed on Apr 1, 2026

![Charming Studio in Port of Spain With Pool Access](https://images.trvl-media.com/lodging/114000000/113430000/113424100/113424054/344a101f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Charming Studio in Port of Spain With Pool Access

Belmont

CA $1,169

per person

May 18 - May 25

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Port of Spain (POS)

No reviews

![SherNest Guest House](https://images.trvl-media.com/lodging/102000000/101290000/101289000/101288928/222f0684_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### SherNest Guest House

CA $1,168

per person

May 18 - May 25

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Port of Spain (POS)

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 the owner(s) toilet paper holder, towel rack, shower door or curtain, spray for ants, fix bathroom door so it can close properly, a/c in living room, new pots, paper plates, plastic forks, kettle etc. just to name a few would make a person’s stay perfection.

Reviewed on Feb 27, 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/12000000/11990000/11981000/11980908/3f1dd5d3_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 $150

CA $165 total

Apr 11 - Apr 12

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=11%2F04%2F2026&endDate=12%2F04%2F2026&selected=11980908&PinnedHotelID=11980908&HadPinnedHotel=true&regionId=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 $333

CA $404 total

Apr 26 - Apr 27

includes taxes & fees

9.2/10 Wonderful! (1,019 reviews)

Very good and huge selection

Reviewed on Apr 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=1793103&PinnedHotelID=1793103&HadPinnedHotel=true&regionId=6337907)

![Kapok Hotel](https://images.trvl-media.com/lodging/1000000/20000/12300/12229/d59c6f57_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kapok Hotel

16-18 Cotton Hill St Clair Port of Spain Trinidad

CA $166

CA $206 total

Apr 18 - Apr 19

includes taxes & fees

8.4/10 Very Good! (1,005 reviews)

Excellent!

Reviewed on Apr 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=18%2F04%2F2026&endDate=19%2F04%2F2026&selected=12229&PinnedHotelID=12229&HadPinnedHotel=true&regionId=6337907)

[See all 415 properties in St. Augustine](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026&regionId=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

4/5(4 reviews)

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

![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)

![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)

![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 $88

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)

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