St. Augustine Trips (flight + hotel)

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    Find the right fit
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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 P6,084 per night from Jul 10 to Jul 11
P6,084
P6,693 total
Jul 10 - Jul 11
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 P11,887 per night from Jul 28 to Jul 29
P11,887
P14,324 total
Jul 28 - Jul 29
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Love this hotel! Always stay here"

Reviewed on Jun 28, 2025

Hyatt Regency Trinidad
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
3 out of 5
No 1 Exposition Drive, Piarco, Trinidad
Fully refundable
The price is P8,507 per night from Jul 31 to Aug 1
P8,507
P10,336 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Great staff, perfect hotel for a transit stay-over"

Reviewed on Jun 30, 2025

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
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?
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 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.

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.