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.
Woodbrook on the Avenue
Zenbreak The House of Praise
The Chancellor Hotel
Airport Suites Hotel
HADCO Experiences at AWNC

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Choose your dates

St. Augustine Hotel Deals

Pax Guest House
Pax Guest House
3 out of 5
Mount St. Benedict, St. Augustine, Trinidad
The price is CA $149 per night from May 1 to May 2
CA $149
CA $164 total
includes taxes & fees
May 1 - May 2
"Lovely hosts, good breakfast, wonderful terrace wirh lots of hummingbirds."

Reviewed on Mar. 31, 2025

Pax 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 $261 per night from May 8 to May 9
CA $261
CA $315 total
includes taxes & fees
May 8 - May 9
9/10 Wonderful! (1,000 reviews)
"Exceptional service."

Reviewed on Apr. 28, 2025

Hyatt Regency Trinidad
Hilton Trinidad & Conference Centre
Hilton Trinidad & Conference Centre
4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from May 8 to May 9
CA $199
CA $241 total
includes taxes & fees
May 8 - May 9
8/10 Very Good! (1,004 reviews)
"This property while close to businesses and entertainment areas in Port of Spain, it is nicely tucked away to offer guests a relaxing get away, the property is clean and kept, the room is clean and comfortable, staff are knowledgeable, helpful and courteous. Breakfast was wonderful with a nice layout ..."

Reviewed on Apr. 27, 2025

Hilton Trinidad & Conference Centre
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.

Frequently asked questions

How much does a St. Augustine vacation package cost?
Offering excellent value package deals from CA $999 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?

  1. Choose your dates: The things you’d like to do in St. Augustine and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. Combine your airfare and accommodations: After you’ve settled on your travel dates and duration, book the perfect St. Augustine vacation package for you.

Discover the most popular places to visit in St. Augustine

What to do in St. Augustine

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