St. Augustine Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Dereem Solomon

Top hotels in St. Augustine

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 2.822.148 ₫ per night from 24 Jun to 25 Jun
2.822.148 ₫
3.104.363 ₫ total
24 Jun - 25 Jun
includes taxes & fees
9.2/10 Wonderful! (43 reviews)
"Lovely hosts, good breakfast, wonderful terrace wirh lots of hummingbirds."

Reviewed on 31 Mar 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 5.644.296 ₫ per night from 17 Jul to 18 Jul
5.644.296 ₫
6.801.377 ₫ total
17 Jul - 18 Jul
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Great place to stay, the customer service was wonderful. The rooms were good size and bed very comfortable."

Reviewed on 21 Jun 2025

Hyatt Regency Trinidad
Radisson Hotel Trinidad
Radisson Hotel Trinidad
4 out of 5
Wrightson Road, Port of Spain, Trinidad
Fully refundable
The price is 3.664.873 ₫ per night from 30 Jun to 1 Jul
3.664.873 ₫
4.434.496 ₫ total
30 Jun - 1 Jul
includes taxes & fees
7/10 Good! (854 reviews)
"While the hotel itself was clean, well maintained and staffed by gracious and professional people, the hotel is located in an industrial type harbor side location, with office buildings on the inland side. Not conducive to walking around. Our room was newly renovated on the 12th floor, and was quite ..."

Reviewed on 18 Jun 2025

Radisson Hotel Trinidad
See all 379 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.

Frequently asked questions

How much does a St. Augustine holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday 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-organised 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 holiday 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 travelling on a weekday, when prices are generally lower.
Is it cheaper to book a St. Augustine holiday as a package?
Expedia holiday 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 customised St. Augustine holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 accommodation 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 holiday. 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 holiday package.

Popular places to visit

University of the West Indies

Explore the campus of University of the West Indies during your stay in St. Augustine. Stroll along the area's waterfront or simply savour its top-notch restaurants.

University of the West Indies