St. Augustine Vacations

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Find the Best St. Augustine Vacation Packages

St. Augustine Hotel Deals

Pax Guest House

Pax Guest House

Mount St. Benedict St. Augustine Trinidad
Fully refundableReserve now, pay when you stay
￥16,943
￥18,637 total
Sep 21 - Sep 22
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

Pax Guest House
Hyatt Regency Trinidad

Hyatt Regency Trinidad

No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
￥31,651
￥38,457 total
Sep 22 - Sep 23
includes taxes & fees
9.2/10 Wonderful! (1,084 reviews)
"I really wish that Breakfast was included in my stay."

Reviewed on Sep 19, 2026

Hyatt Regency Trinidad
Airport Suites Hotel

Airport Suites Hotel

7 Factory Road, Golden Grove Piarco Trinidad
￥11,861
￥14,530 total
Sep 21 - Sep 22
includes taxes & fees
6.2/10 (1,000 reviews)
"On arrival there was a big roach walking across the floor in the lobby. small roaches were also spotted in the corridor and room. The rooms were clean and comfortable. However the blanket on the bed had two holes. The bathroom needs hooks and there were none to hang towels. The toilet bowl cover ..."

Reviewed on Sep 16, 2026

Airport Suites Hotel
See all 431 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.

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.
See properties

What to do in St. Augustine

Statue in city of Trinidad

Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary

￥18,196
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
Caroni Wetlands Sunset Boat Tour

Caroni Wetlands Sunset Boat Tour

￥11,206
per adult
94% of travellers recommend
Caroni Wetlands Sunset Boat Tour
monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

￥8,805
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
See all activities in St. Augustine

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.