St. Augustine Holidays

Photo by Dereem Solomon

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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 S$152 per night from 20 Jul to 21 Jul
S$152
20 Jul - 21 Jul
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 S$283 per night from 30 Jul to 31 Jul
S$283
30 Jul - 31 Jul
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Good luxury hotel.
"A little of luxury in Trinidad is what you’ll find here, I only had some snacks by the pool but unfortunately that was not up to par. Front desk staff were eager to help in anyway, they were very welcoming. Rooms were 5 star standard, which reflects the prices paid. I would recommend."

Reviewed on 16 Jul, 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 S$237 per night from 6 Aug to 7 Aug
S$237
6 Aug - 7 Aug
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"This property is different from any hotel I ever stayed in. It’s called the upside down hotel because the 9th floor rooms are on the 3rd floor and vice versa. The room was smaller than expected but had a patio. The breakfast buffet in the mornings was GREAT, can’t complain."

Reviewed on 15 Jul, 2025

Hilton Trinidad & Conference Centre
See all 378 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.

What to do in St. Augustine

Street Food and a Taste of Trinidad Night life

Street Food and a Taste of Trinidad Night life

S$102
per adult
Street Food and a Taste of Trinidad Night life
Trinidad: Mud Volcano Tour

Trinidad: Mud Volcano Tour

S$147
per adult
Trinidad: Mud Volcano Tour
Doubles Taste So Good!

Trinidad Nighttime Food Tour

S$88
per adult
100% of travellers recommend
Trinidad Nighttime Food Tour
See all activities in St. Augustine

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.