St. Anns Vacations from $462

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Bridgetown (BGI) to Port of Spain (POS)
9/10 Wonderful! (73 reviews)
The property is gated, clean and secure. The rooms are well appointed, and supported by polite and personal support staff. There is also 24/7 security surveillance.

Reviewed on Jul 3, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Save 100% on your flight
per person
Oct 25 - Oct 29
found 2 hours ago
Roundtrip flight included
Bridgetown (BGI) to Port of Spain (POS)
9.2/10 Wonderful! (1,008 reviews)
Hotel needs anupgrade

Reviewed on Aug 9, 2025

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
per person
Oct 25 - Oct 29
found 2 hours ago
Roundtrip flight included
Bridgetown (BGI) to Port of Spain (POS)
7/10 Good! (30 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul 13, 2025

Cara Hotels Trinidad

Cara Hotels Trinidad

3 out of 5
per person
Oct 25 - Oct 29
found 2 hours ago
Roundtrip flight included
Bridgetown (BGI) to Port of Spain (POS)
7.6/10 Good! (217 reviews)
The staff were sympathetic and friendly. The pool area and deck are nice. The view is gorgeous 😍😍. I would give an average rating as I believe the rooms can do with some upgrades. Otherwise can be an ideal stay for families who want to take a vacation away from home.😃

Reviewed on Jul 3, 2025

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Bridgetown (BGI) to Port of Spain (POS)
8/10 Very Good! (1,006 reviews)
The locals call it the upside down hotel. It is fascinating that you have to take the elevator down for the rooms. Gorgeous views of the city

Reviewed on Aug 9, 2025

Don't see what you're looking for?
See all available trips from Columbus to St. Anns
View all trips

Discover the most popular places to visit in St. Anns

The island nation of Trinidad Tobago 🇹🇹 is governed by a Prime Minister and a President. The Presidents house is currently being renovated as you can see. The house is fronted by a garden area that is open to the public. Interestingly the current President is a single female.

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

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

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

Street Food and a Taste of Trinidad Night life

Street Food and a Taste of Trinidad Night life

$80
per adult
Street Food and a Taste of Trinidad Night life
Caroni Wetlands Sunset Boat Tour

Caroni Wetlands Sunset Boat Tour

$70
per adult
94% of travellers recommend
Caroni Wetlands Sunset Boat Tour
Vibrant fruits on the Trinidad Island Tour

Trinidad Island Tour

$115
per adult
100% of travellers recommend
Trinidad Island Tour
See all activities in St. Anns

St. Anns Hotel Deals

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
5 St Ann's Avenue, Port of Spain, Trinidad
$146 nightly
The price is $162 total per night from Aug 23 to Aug 24
$162 total
Aug 23 - Aug 24
Total includes taxes and fees
7/10 Good! (30 reviews)
"Overall. It was quiet and cozy."

Reviewed on Jul 13, 2025

The Chancellor Hotel
The Normandie Hotel

The Normandie Hotel

3 out of 5
10 Nook Ave, St Anns, Port of Spain, Trinidad
$147 nightly
The price is $160 total per night from Aug 28 to Aug 29
$160 total
Aug 28 - Aug 29
Total includes taxes and fees
7.2/10 Good! (132 reviews)
"na"

Reviewed on Apr 10, 2025

The Normandie Hotel
Cascadia Hotel

Cascadia Hotel

3 out of 5
67 Ariapita Road St Anns, Port of Spain, Trinidad
$103 nightly
The price is $113 total per night from Sep 1 to Sep 2
$113 total
Sep 1 - Sep 2
Total includes taxes and fees
"Ras"

Reviewed on Nov 11, 2024

Cascadia Hotel
See all 380 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a St. Anns vacation package cost?
You'll find cheap prices from $462 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.