St. Augustine Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best St. Augustine Vacation Packages
St. Augustine Hotel Deals
Pax Guest House
Mount St. Benedict St. Augustine Trinidad
Fully refundableReserve now, pay when you stay
₩152,550
₩167,805 total
Aug 13 - Aug 14
includes taxes & fees
9.2/10 Wonderful! (55 reviews)
"This is one of the most unique places to stay in the Caribbean. It is worth staying just to visit the trails and be on the beautiful grounds next to the monastery."
Reviewed on Aug 8, 2026
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
₩334,648
₩406,597 total
Sep 6 - Sep 7
includes taxes & fees
9.2/10 Wonderful! (1,061 reviews)
"The room was spacious and comfortable. I enjoyed the food especially buffet breakfast. And love the room service. What I would appreciate a hot meal available for late night room service. I got in around 1am and would have loved a soup or red bean rice with chicken. Otherwise everything was good"
Reviewed on Aug 9, 2026
Kapok Hotel
16-18 Cotton Hill St Clair Port of Spain Trinidad
₩210,339
₩255,036 total
Aug 16 - Aug 17
includes taxes & fees
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.
Stay near popular St. Augustine attractions
Mount St. Benedict Monastery
10.0/10 (1 review)
After visiting Mount St. Benedict Monastery, make a plan to see the other sights and activities in St. Augustine. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
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?
- Choose your travel dates: What you want to do in St. Augustine and your preferred season can help you decide when to go.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
