St. Augustine Vacation Packages 2025/2026 from $458

St. Augustine flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Woodbrook on the Avenue

Woodbrook

$458

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

Hyatt Regency Trinidad

Downtown Port of Spain

$746

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Port of Spain (POS)

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.

2 Bed parking gated modern

$751

per person

Jan 24 - Jan 31

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Port of Spain (POS)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Dry cleaning is also provided.

Hilton Trinidad & Conference Centre

$937

per person

Dec 16 - Dec 21

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Courtyard by Marriott Port Of Spain

Save 100% on your flight

$1,702

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Port of Spain (POS)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Top St. Augustine hotels deals

Pax Guest House

Mount St. Benedict, St. Augustine, Trinidad

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$119 total

Nov 9 - Nov 10

Total with taxes and fees

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.

Breakfast included

Parking included

2 Bed parking gated modern

Gordon St, 27, St. Augustine, Tunapuna-Piarco

Get rates

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Dry cleaning is also provided.

Washer

Parking included

Hyatt Regency Trinidad

No 1 Wrighton Road, Port of Spain, Trinidad

Free Cancellation

Reserve now, pay when you stay

$227 nightly

$248 total

Dec 7 - Dec 8

Total with taxes and fees

Pool

Spa

Kapok Hotel

16-18 Cotton Hill St Clair, Port of Spain, Trinidad

$134 nightly

$147 total

Nov 14 - Nov 15

Total with taxes and fees

This smoke-free resort includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.

Pool

Breakfast included

The BRIX, Autograph Collection

2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad

Free Cancellation

Reserve now, pay when you stay

$167 nightly

$182 total

Nov 30 - Dec 1

Total with taxes and fees

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

Radisson Hotel Trinidad

Wrightson Road, Port of Spain, Trinidad

Free Cancellation

$173 nightly

$189 total

Dec 1 - Dec 2

Total with taxes and fees

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

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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.

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.

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.