St. Augustine Vacation Packages 2026 from $467

St. Augustine flight + hotel vacation packages

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

Metro Hotel Couva

$467

per person

Apr 8 - Apr 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Port of Spain (POS)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.

Woodbrook on the Avenue

Woodbrook

$484

per person

Apr 8 - Apr 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

The Chancellor Hotel

$599

per person

Apr 8 - Apr 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Port of Spain (POS)

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

Hyatt Regency Trinidad

Downtown Port of Spain

$918

per person

Apr 8 - Apr 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Chaquacabana Resort & Beach Club

$694

per person

Apr 8 - Apr 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Top St. Augustine hotels deals

Pax Guest House

Mount St. Benedict St. Augustine Trinidad

$108 nightly

$119 total

Feb 7 - Feb 8

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

$256 nightly

$279 total

Feb 27 - Feb 28

Total with taxes and fees

Pool

Spa

Hilton Trinidad & Conference Centre

Lady Young Road, Belmont Port of Spain

$223 nightly

$243 total

Mar 8 - Mar 9

Total with taxes and fees

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.

Pool

Hot Tub

Kapok Hotel

16-18 Cotton Hill St Clair Port of Spain Trinidad

$140 nightly

$153 total

Feb 19 - Feb 20

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

Radisson Hotel Trinidad

Wrightson Road Port of Spain Trinidad

$210 nightly

$230 total

Feb 19 - Feb 20

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.

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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

University of the West Indies

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.

Mount St. Benedict Monastery

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.

Frequently asked questions

How much are vacation packages to St. Augustine?

You can score a fantastic hotel and flight bundle for a mere $467. 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.