St. Augustine Vacation Packages
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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, University of the West Indies and Mount St. Benedict Monastery 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
CA $804
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.4/10 Very good! (476 reviews)
Rooms as very large. Breakfast was either hit or miss with not much option. Had eggs and sausage. The only offered scrambled egg and can sausage. Passed for the rest of the stay. Area very safe and close to fresh fruits and fast food
Reviewed on Aug 7, 2026
Airport Inn
CA $1,287
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
8.4/10 Very good! (156 reviews)
I booked this hotel because the Expedia listing advertised a 24-hour airport shuttle, which was essential since I was traveling internationally with my children. After booking, I was told there was no shuttle service and that I would have to find and pay for my own taxi. When I pointed out that the listing still advertised the shuttle, the owner admitted the information had not been updated since COVID but continued to justify it instead of correcting the listing. Advertising a service that is no longer provided is misleading and caused unnecessary stress while planning our trip. I had to cancel my reservation because I could no longer trust that the information in the listing was accurate. I hope the listing is updated so future travelers can make an informed decision.
Reviewed on Jul 28, 2026
Ready to book your vacation to St. Augustine?
St. Augustine Hotel Deals
Pax Guest House
Mount St. Benedict St. Augustine Trinidad
Fully refundableReserve now, pay when you stay
CA $151
CA $166 total
Aug 9 - Aug 10
includes taxes & fees
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
CA $300
CA $364 total
Aug 21 - Aug 22
includes taxes & fees
Kapok Hotel
16-18 Cotton Hill St Clair Port of Spain Trinidad
CA $195
CA $240 total
Aug 19 - Aug 20
includes taxes & fees
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.
Stay near popular St. Augustine attractions
Mount St. Benedict Monastery
10.0/10 (1 review)
After visiting Mount St. Benedict Monastery, make a plan to see the other sights and activities in St. Augustine. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
What to do in St. Augustine
Port of Spain & Fort George Sightseeing Tour
CA $77
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
CA $162
per adult
100% of travellers recommend
Frequently asked questions
How much does a St. Augustine vacation package cost?
Offering excellent value package deals from CA $804 on Expedia, you'll be pleasantly surprised at how much a vacation to St. Augustine costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to St. Augustine?
The off-season is the best time to travel to St. Augustine if you're trying to keep costs down. Another tip for finding cheap St. Augustine vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for St. Augustine?
St. Augustine vacations come in various shapes and sizes, but to really sink your teeth into this destination, we think 3 days is a good ballpark. With this timeframe, you can fit in major attractions like Yerette - Home of the Hummingbird and Tunapuna Market and seek out some lesser-known gems. Don't skip cool areas such as El Dorado and Tacarigua either. If you plan wisely, you can even allow for a day trip from St. Augustine too.
How to find the best St. Augustine package deals?
Landing a cheap St. Augustine package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly St. Augustine package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a St. Augustine vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still get the flexibility to create a personalized St. Augustine vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to St. Augustine?
If you're considering a spontaneous St. Augustine adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to St. Augustine?
- Choose your dates: The things you'd like to do in St. Augustine and your preferred season will help you decide when to go.
- Set a budget: Consider costs such as flights, meals and transportation when working out how much to set aside for your trip to St. Augustine. Then, pick a hotel that suits your budget, whether that's an economical option or a lavish retreat.
- Decide how many days away: Start by listing all the sights and activities you want to get to in St. Augustine. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the perfect St. Augustine vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
