St. Augustine Trips (flight + hotel)

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 P6,151 per night from Jun 20 to Jun 21
P6,151
P6,766 total
Jun 20 - Jun 21
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 P12,472 per night from Jul 9 to Jul 10
P12,472
P15,029 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"All the staff was professional and attentive. Excellent customer service!"

Reviewed on Jun 17, 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 P7,951 per night from Jun 28 to Jun 29
P7,951
P9,621 total
Jun 28 - Jun 29
includes taxes & fees
7/10 Good! (853 reviews)
"Convienint"

Reviewed on Jun 16, 2025

Radisson Hotel Trinidad
See all 376 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 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

Street Food and a Taste of Trinidad Night life

Street Food and a Taste of Trinidad Night life

P4,494
per adult
Street Food and a Taste of Trinidad Night life
Trinidad: Mud Volcano Tour

Trinidad: Mud Volcano Tour

P6,461
per adult
Trinidad: Mud Volcano Tour
Doubles Taste So Good!

Trinidad Nighttime Food Tour

P3,876
per adult
100% of travellers recommend
Trinidad Nighttime Food Tour
See all activities in St. Augustine
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.