Deals on vacations and trips to St. Augustine

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Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.
Zenbreak The House of Praise

Zenbreak The House of Praise

2 out of 5
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
An outdoor pool is featured at this vacation home, along with free WiFi in public areas and a terrace. A garden is also provided.
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
This luxury resort includes 2 restaurants, an outdoor pool, and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
This Art Deco hotel features a private beach, a full-service spa, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas. Enjoy the outdoor pool and unwind at the beach bar and poolside bar.
Vintage Oaks Hideaway

Vintage Oaks Hideaway

2.5 out of 5
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
An outdoor pool is featured at this apartment, along with free self parking. WiFi in public areas is free. Dry cleaning is also provided.

Top St. Augustine hotels deals

Pax Guest House

Pax Guest House

3 out of 5
Mount St. Benedict, St. Augustine, Trinidad
Free Cancellation
Reserve now, pay when you stay
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A restaurant and a gym are featured at this guesthouse. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road, Port of Spain, Trinidad
Free Cancellation
Reserve now, pay when you stay
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A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and perks like free self parking.
Pool
Spa
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road, Port of Spain, Trinidad
Free Cancellation
Get rates
This traditional resort includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free area shuttle.
Pool
Parking included
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Free Cancellation
Reserve now, pay when you stay
Get rates
This luxury resort includes 2 restaurants, an outdoor pool, and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
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
Free Cancellation
Get rates
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
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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.

Popular places to visit

Night Photography, Mount St Benedict Trinidad

Mount St. Benedict Monastery

5/5(1 review)

Find out about the history of St. Augustine when you take a trip to Mount St. Benedict Monastery. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Mount St. Benedict Monastery

University of the West Indies

4/5(55 reviews)

Walk around the campus at University of the West Indies during your visit to St. Augustine. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

University of the West Indies

Frequently asked questions

How much are vacation packages to St. Augustine?
You can score a fantastic hotel and flight bundle for a mere $458. With a Travelocity vacation package, an escape to St. Augustine has never been more tempting! Save both time and money and then get a start on packing those bags.
How long should my St. Augustine vacation be?
Your St. Augustine break can be as long as you want, but many people stay about 3 nights. Can’t wait to head off the beaten path and uncover some lesser-known sights? Stay an extra night or two and see another side of this place.
Where can I get the best vacation package deals for St. Augustine?
Picking up an amazing package deal to St. Augustine couldn’t be easier with Travelocity. With as many as 400 air carriers and 1,000,000 properties all over the world, the choice is yours when picking your hotels and flights.
Why should I purchase my St. Augustine vacation bundle via Travelocity?
We’ve got experiences and destinations to suit every kind of traveler, excellent service and 24/7 support. And the icing on the cake is we’ll match any lower price you’re able to find with our Price Match Guarantee.
Will I save money on my St. Augustine car rental if I combine it with a hotel or flight?
Certainly. And our St. Augustine vacation packages are the perfect way to do it. In only a few clicks you can save cash and time by combining your bookings. Collect the keys to your rental car and do your vacation your way. Looking for things to do? Add some tours or experiences to your package and save on those too.
What is the best time of year to go to St. Augustine?
July, August and September is the most popular time to visit, while December, January and February tend to be less busy. If you’re traveling with a limited budget, you’d be better off to visit around . is regarded as the dearest month to stay here.
Which airport is best for St. Augustine?
Piarco Intl. Airport (POS) is one place you can kick-start your St. Augustine getaway. About 6 mi southeast of St. Augustine, it welcomes travelers from all over each day. Another good option is A.N.R. Robinson Intl. Airport (TAB), 50 mi away from central St. Augustine.
What is there to do in St. Augustine?
St. Augustine is full of places to explore, like University of the West Indies and Mount St. Benedict Monastery. These two popular attractions are on most tourists’ to-do lists.
Where should I stay when visiting St. Augustine?
If you’re searching for someplace comfortable to lay your head, check out the Pax Guest House. It’s the top choice for many travelers.

Photos of local treasures

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Photo by Dereem Solomon
Photo by Dereem Solomon