St. Augustine Vacations

Book a Hotel + Flight together to unlock savings

Photo by Dereem Solomon

  • Plan, book, travel with confidence

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    Better together

    Save up to AED 148 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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 AED 397 per night from Aug 4 to Aug 5
AED 397
AED 436 total
4 Aug - 5 Aug
includes taxes & fees
9.2/10 Wonderful! (43 reviews)
"Lovely hosts, good breakfast, wonderful terrace wirh lots of hummingbirds."

Reviewed on 31 March 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 AED 852 per night from Aug 20 to Aug 21
AED 852
AED 1,035 total
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Everything was great for me. My dining experience was superb. Service was top notch and accommodation very comfortable"

Reviewed on 30 July 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 AED 621 per night from Aug 10 to Aug 11
AED 621
AED 753 total
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"The staff especially the porter and barman were very friendly, knowledgeable and accommodating"

Reviewed on 1 August 2025

Hilton Trinidad & Conference Centre
See all 385 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

Night Photography, Mount St Benedict Trinidad

Mount St. Benedict Monastery

5/5(1 review)

Find out about the history of St. Augustine when you take a trip to Mount St. Benedict Monastery. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Mount St. Benedict Monastery

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 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 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.