Book Exclusive St. Augustine Vacation Packages

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St. Augustine flight + hotel packages

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

SherNest Guest House

3 out of 5
Price was CA $949, price is now CA $815 per person
CA $815
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
Stay at this B&B in San Juan. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Queen's Park Savanah and Yerette - Home of the Hummingbird are located nearby.
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was CA $1,094, price is now CA $828 per person
CA $828
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
Book a stay at this business-friendly hotel in Piarco. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Millenium Golf Club and Trincity Mall are located nearby.
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was CA $1,012, price is now CA $824 per person
CA $824
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
Book a stay at this golf guesthouse in Port of Spain. Enjoy free WiFi, free parking, and a business center. Popular attractions Ariapita Avenue and Victoria Square are located nearby.
Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

4 out of 5
Saint James
Price was CA $2,166, price is now CA $1,803 per person
CA $1,803
per person
Oct 30 - Nov 4
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
Book a stay at this business-friendly apartment in Port of Spain. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Queen's Park Savanah and Long Circular Mall are located nearby.
Emporis Resort

Emporis Resort

3.5 out of 5
Price was CA $1,327, price is now CA $1,118 per person
CA $1,118
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
Book a stay at this business-friendly aparthotel in Arouca. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Cleaver Woods Park and Santa Rosa First Peoples Community Centre are located nearby.

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
The price is CA $151 per night
CA $151
CA $166 total
Aug 12 - Aug 13
includes taxes & fees
Book a stay at this business-friendly guesthouse in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tunapuna Market and Yerette - Home of the Hummingbird are located nearby.
Breakfast included
Parking included
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
The price is CA $312 per night
CA $312
CA $379 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this luxury resort in Port of Spain. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Library and Information System Authority and The Red House are located nearby.
Pool
Spa
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair Port of Spain Trinidad
The price is CA $192 per night
CA $192
CA $236 total
Aug 14 - Aug 15
includes taxes & fees
Book a stay at this golf resort in Port of Spain. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Emperor Valley Zoo and Ellerslie Plaza are located nearby.
Pool
Breakfast included
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove Piarco Trinidad
The price is CA $105 per night
CA $105
CA $129 total
Aug 15 - Aug 16
includes taxes & fees
Book a stay at this business-friendly hotel in Piarco. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Millenium Golf Club and Trincity Mall are located nearby.
Pool
Free airport shuttle
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
The price is CA $205 per night
CA $205
CA $248 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this golf hotel in Piarco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Trincity Mall and Millenium Golf Club are located nearby.
Pool
Breakfast 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
The price is CA $281 per night
CA $281
CA $340 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this luxury resort in Port of Spain. Enjoy free parking, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Queen's Hall and Queen's Park Savanah are located nearby.
Pool
Hot tub
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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.

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.
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St. Augustine Vacations

Discovering the true essence of St. Augustine starts with knowing the essential details. Ready to find out just where this unique destination is and what exciting things you can do there?

You'll discover this Trinidad neighborhood 16 miles (26 kilometers) to the north of the city center.

Places to visit in St. Augustine

Are you eager to learn about a few of the local cultural and religious traditions? Join devout worshipers at Mohammed Ali Jinnah Memorial Mosque and get a glimpse into the Islamic faith. Want more nearby options? If you're seeking a little spiritual enlightenment on your travels, call in to Mount St. Benedict Monastery. You never know, you may even glimpse the answers to a couple of life's biggest questions! But there's more. A great way to really experience a destination's culture is to take in its lively marketplaces. Browse through the wares and shop like the locals do at Tunapuna Market.

Where do you fly into for St. Augustine?

Fasten your seatbelt, switch off your laptop and prepare for landing at Piarco International Airport (POS). Best part? You'll be just 5 miles (8 kilometers) to the southeast of St. Augustine.

Frequently asked questions

How much are vacation packages to St. Augustine?
Spoil yourself with a fulfilling travel experience in St. Augustine with a vacation package starting from as low as CA $815. Booking hotels, flights and tours with Travelocity has never been easier. On top of that, our package deals will leave you with more savings for fun times.
Where can I get the best vacation package deals for St. Augustine?
Your dream escape is waiting for you at Travelocity. With access to 400 air carriers and 665,000 hotels all over the world, creating the perfect St. Augustine package deal couldn't be simpler.
Why should I book my St. Augustine vacation package via Travelocity?
Because you'll never roam on your own if you lock in your trip with us, and we offer round-the-clock support and superb service to boot. Add to that our Price Match Guarantee and tons of destinations and experiences to pick from. We're here to help you have the vacation of a lifetime.
Will I save money on my St. Augustine car rental if I bundle it with my hotel or flight?
You sure can. And our St. Augustine vacation packages are the perfect way to do it. In just a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car then set your own course. Looking for things to do? Add some tours or experiences to your package and make savings on those too.
What is the best time of year to go to St. Augustine?
If a tight budget is what's driving your travel planning, you'll score the best deals in . is often the costliest time of year. Most visitors head to this location during . If you want to avoid peak season, it's likely to be more peaceful in .
What is there to do in St. Augustine?
University of the West Indies and Mount St. Benedict Monastery are much loved by so many travelers. Check these popular attractions off your must-see list and discover what the hype is about.
Where should I stay when visiting St. Augustine?
If you're looking for a place to base yourself in St. Augustine, the Pax Guest House should definitely be on your list. Many visitors choose to lay their heads at this top option.
Can I go on vacation to St. Augustine at this time?
Learn all the info you need to know about quarantine policies and travel restrictions before you head for St. Augustine. Our Covid-19 Travel Advisor is full of advice to help make your trip as smooth and carefree as possible.

Photos of local treasures

Browse St. Augustine vacation photos for more inspiration

A cannon on a grassy hill overlooking a calm sea with a distant shoreline.
A cannon on a grassy field with a stone wall and trees in the background.
A large, illuminated building with a prominent tower and multiple windows, surrounded by dense foliage and palm trees.

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