St. Anns Vacations from $637

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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!

The Latest St. Anns vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Price was $822, price is now $637 per person
$637
per person
Jul 13 - Jul 16
found 18 hours ago
Roundtrip flight included
Georgetown (GEO) to Port of Spain (POS)
8.2/10 Very Good! (1,005 reviews)
My expectations given that Hilton Trinidad is an old hotel were simple. However, although The room was small it was well fitted. Mini fridge and microwave were appreciated. Pool area is huge. I felt like there is room for improvement, for example, a playground on the compound would be a welcomed addition. Breakfast was diverse, lots of fruit and veggies which we loved. The views of the city of Port of Spain always 10/10. The gym is fantastic. Hilton is like home, comfortable, relaxing and welcoming.

Reviewed on May 12, 2026

Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $956, price is now $772 per person
$772
per person
Aug 5 - Aug 10
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
9/10 Wonderful! (82 reviews)
The room was clean and well prepared for us.

Reviewed on Feb 1, 2026

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $1,110, price is now $906 per person
$906
per person
Aug 5 - Aug 10
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
7/10 Good! (37 reviews)
Staff was very friendly. The hotel is gated and always had someone available to open/close it. Check in and check out was a breeze. The hotel is within walking distance of a coffee shop, some local restaurants, the Savannah, gardens, zoo. There was no continental breakfast, no bar even though one was there. We didn't use the pool. Property could use some upgrades and renovation.

Reviewed on Apr 8, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,446, price is now $1,184 per person
$1,184
per person
Aug 5 - Aug 10
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
9.2/10 Wonderful! (1,025 reviews)
Excellent staff , clean environment, delicious breakfast will definitely be back soon

Reviewed on May 12, 2026

Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $1,151, price is now $974 per person
$974
per person
Aug 5 - Aug 10
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
6/10 (103 reviews)
Te breakfast was oil,

Reviewed on Apr 1, 2026

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Discover the most popular places to visit in St. Anns

A wide panoramic view of Queen's Park Savannah in Port of Spain, Trinidad, featuring a vast green field bordered by trees and backed by the lush Northern Range mountains under a clear sky.

Queen's Park Savanah

Explore the great outdoors at Queen's Park Savanah, a lovely green space in Port of Spain. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Queen's Park Savanah
Royal Botanic Gardens in Port of Spain, Trinidad and Tobago: A Lush Oasis of Tropical Flora

Royal Botanical Gardens

Explore the great outdoors at Royal Botanical Gardens, a lovely green space in Port of Spain. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Royal Botanical Gardens

Ariapita Avenue

You can find the perfect gifts to bring home at Ariapita Avenue during your trip to Port of Spain. Discover the area's live music and shops.

Ariapita Avenue

What to do in St. Anns

Farmers' Market

Saturday Markets & Brunch Tour

$64
per adult
Saturday Markets & Brunch Tour
monument in the middle of a park in Trinidad and Tobago

Half-Day Port of Spain Highlights & Maracas Bay Tour

$80
per adult
96% of travellers recommend
Half-Day Port of Spain Highlights & Maracas Bay Tour
The Scarlet Ibis - Caroni Swamp Tour

The Scarlet Ibis - Caroni Swamp Tour

$55
per adult
The Scarlet Ibis - Caroni Swamp Tour
See all activities in St. Anns

St. Anns Hotel Deals

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
$92 nightly
The price is $101 total per night from May 24 to May 25
$101 total
May 24 - May 25
Total with taxes and fees
6/10 (13 reviews)
The manager and staff was very accommodating and friendly i couldn't ask for anything more,thank you everyone.

Reviewed on May 11, 2026

Alicia's Palace
Cascadia Hotel

Cascadia Hotel

3 out of 5
67 Ariapita Road St Anns Port of Spain Trinidad
$99 nightly
The price is $108 total per night from May 19 to May 20
$108 total
May 19 - May 20
Total with taxes and fees
5.4/10 (69 reviews)
The breakfast was wonderful

Reviewed on Apr 26, 2026

Cascadia Hotel
The Chancellor Hotel

The Chancellor Hotel

3 out of 5
5 St Ann's Avenue Port of Spain Trinidad
$130 nightly
The price is $143 total per night from May 25 to May 26
$143 total
May 25 - May 26
Total with taxes and fees
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 ...

Reviewed on Apr 8, 2026

The Chancellor Hotel
See all 404 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.

Find the Best St. Anns Vacation Packages

St. Anns Essential Information

Language
English
Currency
Trinidad and Tobago dollars
Closest Airport
Piarco Intl. Airport (POS)
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Maracas Beach, Las Cuevas Beach and Mohammed Ali Jinnah Memorial Mosque

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Frequently asked questions

How much does a St. Anns vacation package cost?
You'll find cheap prices from $637 on Expedia for your St. Anns break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to St. Anns costs.
What are the cheapest months to go to St. Anns?
You can generally find reduced prices and better availability in November, December and January. Explore our cheap St. Anns vacation packages and you could score some great off-season discounts.
How many days is enough for St. Anns?
With a well-organized itinerary, you can easily hit the most popular St. Anns attractions in a few days. But if you want to venture off the beaten track or take day trips, think about booking your St. Anns vacation for longer.
How to find the best St. Anns package deals?
Landing a cheap St. Anns package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly St. Anns package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a St. Anns vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can customize your St. Anns escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to St. Anns?
If you're considering a spontaneous St. Anns trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to St. Anns?

  1. Choose when to travel: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to escape to St. Anns.
  2. Plan your budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to St. Anns.
  3. Organize your St. Anns escape with Expedia's trip planning tool: Look for and book hotels and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to St. Anns together.
  4. Work out your trip length: Consider how much time you'd like to spend exploring St. Anns. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Combine your airfare and accommodations: Once you've settled on your dates and duration, book the perfect St. Anns vacation package for you.
  6. Book any day trips or activities: Now to the fun part — organizing everything you want to do and see. Check out some of the top things to do in St. Anns in St. Anns and book your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later St. Anns vacation packages?
Secure your dream trip to St. Anns with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.