St. Augustine Vacations from ₩910,946

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The Latest St. Augustine Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
9/10 Wonderful! (72 reviews)
The property is gated, clean and secure. The rooms are well appointed, and supported by polite and personal support staff. There is also 24/7 security surveillance.

Reviewed on Jul 3, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
9.2/10 Wonderful! (1,002 reviews)
Hyatt is always a wonderful experience!

Reviewed on Aug 6, 2025

Cara Hotels Trinidad

Cara Hotels Trinidad

3 out of 5
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
7.6/10 Good! (216 reviews)
The staff were sympathetic and friendly. The pool area and deck are nice. The view is gorgeous 😍😍. I would give an average rating as I believe the rooms can do with some upgrades. Otherwise can be an ideal stay for families who want to take a vacation away from home.😃

Reviewed on Jul 3, 2025

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
7/10 Good! (30 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul 13, 2025

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
8/10 Very Good! (1,010 reviews)
More fruit options and variety for the breakfast buffet. Sushi for room service

Reviewed on Aug 4, 2025

Find the Best St. Augustine Vacation Packages

St. Augustine Hotel Deals

Pax Guest House

Pax Guest House

3 out of 5
Mount St. Benedict, St. Augustine, Trinidad
Fully refundableReserve now, pay when you stay
The price is ₩149,623 per night from Aug 8 to Aug 9
₩149,623
₩164,585 total
Aug 8 - Aug 9
includes taxes & fees
9.2/10 Wonderful! (43 reviews)
"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 ₩331,111 per night from Aug 20 to Aug 21
₩331,111
₩402,299 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Hyatt is always a wonderful experience!"

Reviewed on Aug 6, 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 ₩246,116 per night from Aug 13 to Aug 14
₩246,116
₩298,416 total
Aug 13 - Aug 14
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"More fruit options and variety for the breakfast buffet. Sushi for room service"

Reviewed on Aug 4, 2025

Hilton Trinidad & Conference Centre
See all 388 properties in St. Augustine
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.

Discover the most popular places to visit in St. Augustine

University of the West Indies

4/5(55 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.

University of the West Indies

Frequently asked questions

How much does a St. Augustine vacation package cost?
You can grab a vacation package to this popular destination from ₩910,946 on Expedia. However, how much your vacation to St. Augustine costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to St. Augustine?
To score cheap St. Augustine vacation packages, plan your getaway outside of peak periods such as public holidays. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for St. Augustine?
With a well-organized schedule, you can easily hit the most popular St. Augustine attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, think about booking your St. Augustine vacation for longer.
How to find the best St. Augustine package deals?
Bagging a cheap St. Augustine package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly St. Augustine package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally 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 flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized St. Augustine vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to St. Augustine?
If you're planning a spontaneous St. Augustine trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to St. Augustine?

  1. Choose your travel dates: What you want to do in St. Augustine and your preferred season can help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and activities. Your accommodations will probably be the largest expense during your trip to St. Augustine.
  3. Decide how long to go for: Now that you know more about St. Augustine, you can work out the right length of your vacation. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored St. Augustine vacation package.

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