St. Anns Vacation Packages

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Your St. Anns Vacation

With everything planned before you go away, our St. Anns vacation packages mean you can concentrate on having a great time. Whether you're based in the neighborhood of Saint James, which is good for nightlife, or another part of town, this lively city promises a world of discoveries. Fill your itinerary with visits to Queens Park Savanah, Ariapita Avenue and Movietowne, some of the attractions you should see during your trip to St. Anns. Stop dreaming and start doing. Explore the many options on Expedia today and put your St. Anns vacation plans into action!

Top Holiday Package Deals in St. Anns

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

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was CA $1,102, price is now CA $876 per person
CA $876
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9/10 Wonderful! (85 reviews)
Best place for the price

Reviewed on Jul 13, 2026

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was CA $1,227, price is now CA $880 per person
CA $880
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
6/10 (1,002 reviews)
Good for the price

Reviewed on Jul 13, 2026

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
St. Anns
Price was CA $1,310, price is now CA $1,030 per person
CA $1,030
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
7/10 Good! (37 reviews)
Shower was not properly functioning when asked to switch rooms front desk could not program room key - they gave me access to a second room so I can shower using the housekeeping key both rooms had 1 towel 1 face towel and no washcloths Bar onsite but no staff to serve drinks Ended up checking out early due to issues at property

Reviewed on Apr 8, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was CA $1,980, price is now CA $1,618 per person
CA $1,618
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
9.2/10 Wonderful! (1,047 reviews)
Great hotel.

Reviewed on Jul 11, 2026

SherNest Guest House

SherNest Guest House

3 out of 5
Price was CA $1,096, price is now CA $937 per person
CA $937
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.8/10 Excellent! (3 reviews)
The space is great it needs updating though. I saw from last year other guests suggested a few things that would make a guest’s stay much more enjoyable but those things one year later has not been done. We stayed for carnival and the distance to events held in the Savannah was amazing. Message to the owner(s) toilet paper holder, towel rack, shower door or curtain, spray for ants, fix bathroom door so it can close properly, a/c in living room, new pots, paper plates, plastic forks, kettle etc. just to name a few would make a person’s stay perfection.

Reviewed on Feb 27, 2026

Where to stay in St. Anns

Find the best St. Anns areas and neighborhoods for the activities you enjoy most. Learn more about St. Anns
A historic stone church with a tall steeple and a clock tower.

Downtown Port of Spain

3 out of top 10 points of interest in this area

While visiting Downtown Port of Spain, you might make a stop by sights like Queen's Park Savannah Grand Stand and Queen's Park Savanah.

Find hotels in Downtown Port of Spain

St. Anns Hotel Deals

The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $317 per night from Aug 8 to Aug 9
CA $317
CA $380 total
Aug 8 - Aug 9
includes taxes & fees
9.2/10 Wonderful! (591 reviews)
"Amazing, everything you wish for is at your fingertips"

Reviewed on Jul 8, 2026

The BRIX, Autograph Collection
Alicia's Palace

Alicia's Palace

3.5 out of 5
Lady Chancellor Rd Port of Spain St. Anns
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 15 to Jul 16
CA $122
CA $146 total
Jul 15 - Jul 16
includes taxes & fees
6.2/10 (18 reviews)
"Remote, inaccessible location. Don't be deceived by the internet re: distance to amenities. You'll be dependent on taxis for every departure from the premises. Late night outings expose you to risky returns in a largely desolate, hilly and bushy locality. If you don't have a car, return home will ..."

Reviewed on Jul 11, 2026

Alicia's Palace
Cascadia Hotel

Cascadia Hotel

3 out of 5
67 Ariapita Road St Anns Port of Spain Trinidad
The price is CA $127 per night from Aug 4 to Aug 5
CA $127
CA $156 total
Aug 4 - Aug 5
includes taxes & fees
5.4/10 (73 reviews)
"the breakfast was top notch! the pan cakes is the best I ever had..."

Reviewed on Jul 6, 2026

Cascadia Hotel
See all 439 properties in St. Anns
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.
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Frequently asked questions

How much does a St. Anns vacation package cost?
You can snap up a vacation package to this top destination from CA $876 on Expedia. But how much your vacation to St. Anns costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to St. Anns?
January, March and December are the best times to look for cheap St. Anns vacation packages. Opting to travel in less busy months means you can generally find better prices on flights and accommodations.
How many days is enough for St. Anns?
With around 3 days, you'll have plenty of time to experience popular neighbourhoods such as Downtown Port of Spain and Newtown during your St. Anns vacation. Remember to also add Queen's Hall and President's House to your sightseeing list. In the mood for more adventures? Consider exploring outside of St. Anns on day trips and tours.
How to find the best St. Anns package deals?
Use Expedia's filter tool to find some great St. Anns package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for St. Anns package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a St. Anns vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can personalize your St. Anns getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to St. Anns?
Score amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment St. Anns trip.
How to plan a trip to St. Anns?

  1. Pick your travel dates: What you want to do in St. Anns and your favourite season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your accommodations will likely be the largest expense during your trip to St. Anns.
  3. Work out your trip length: Think about how much time you'd like to spend exploring St. Anns. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the perfect St. Anns vacation package for you.

Things to do

monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

CA $78
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
Food Experience at Night

Food Experience at Night

CA $128
per adult
100% of travellers recommend
Food Experience at Night
Statue in city of Trinidad

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

CA $163
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
See all activities in Port of Spain

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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.