Port of Spain Vacation Packages

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Your Port of Spain Vacation

When you book a vacation package to Port of Spain, you can relax and enjoy your break knowing that all your travel plans have been made in advance. Uncover the many charms of this lively city while based in a neighborhood like Downtown Port of Spain, which is great for culture. If sightseeing is on the agenda during your trip to Port of Spain, visit big attractions like Queens Park Savanah, Ariapita Avenue and Movietowne. Don't delay your visit to this city any longer. The ultimate Port of Spain vacation is just a few clicks away with Expedia.

Top Port of Spain Vacation Deals

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
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.8/10 Excellent! (70 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

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8/10 Very Good! (1,003 reviews)
I loved the pool area, and the balconies have Beautiful views.

Reviewed on Jul. 24, 2025

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
7/10 Good! (29 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul. 13, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Port of Spain (POS)
9.2/10 Wonderful! (1,011 reviews)
Staff were friendly. The cleanliness. However, the prices for food and services were exuberantly overinflated. Staff’s lack of clarity of ingredients in meals. For example, I was served a meal with milk when asked for confirmation that it was a vegan meal. One staff told the definition of vegan is no rice, no bread. Extremely limited activities/entertainment.

Reviewed on Jul. 27, 2025

Cara Hotels Trinidad

Cara Hotels Trinidad

3 out of 5
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
7.8/10 Good! (215 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

Where to stay in Port of Spain

Find the best Port of Spain areas and neighborhoods for the activities you enjoy most. Learn more about Port of Spain
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Downtown Port of Spain

2 out of top 10 points of interest in this area
4/5(2 area reviews)

While visiting Downtown Port of Spain, you might make a stop by sights like Queen's Park Savanah and National Museum and Art Gallery.

Find hotels in Downtown Port of Spain

Ready to book your vacation to Port of Spain?

 

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Port of Spain Hotel Deals

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $317 per night from Aug 20 to Aug 21
CA $317
CA $382 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Everything was fantastic"

Reviewed on Jul. 26, 2025

Hyatt Regency Trinidad
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Aug 29 to Aug 30
CA $232
CA $282 total
Aug 29 - Aug 30
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Excellent"

Reviewed on Jul. 29, 2025

Hilton Trinidad & Conference Centre
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road, Port of Spain, Trinidad
Fully refundable
The price is CA $193 per night from Aug 29 to Aug 30
CA $193
CA $231 total
Aug 29 - Aug 30
includes taxes & fees
7/10 Good! (879 reviews)
"Very nice and the maids were there everyday and every respectful."

Reviewed on Jul. 27, 2025

Radisson Hotel Trinidad
See all 382 properties in Port of Spain
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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Discover the most popular places to visit in Port of Spain

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

Queen's Park Oval

Catch an event at Queen's Park Oval during your trip to Port of Spain. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Queen's Park Oval

Brian Lara Promenade

Brian Lara Promenade is just one of the places to see in Independence Square, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Brian Lara Promenade

What to do in Port of Spain

Street Food and a Taste of Trinidad Night life

Street Food and a Taste of Trinidad Night life

CA $109
per adult
Street Food and a Taste of Trinidad Night life
Caroni Wetlands Sunset Boat Tour

Caroni Wetlands Sunset Boat Tour

CA $96
per adult
94% of travellers recommend
Caroni Wetlands Sunset Boat Tour
beachgoers enjoying the sun in Trinidad and Tobago

Day Trip to Las Cuevas Beach

CA $97
per adult
100% of travellers recommend
Day Trip to Las Cuevas Beach
See all activities in Port of Spain

Frequently asked questions

How much does a Port of Spain vacation package cost?
You can snap up a vacation package to this destination from CA $800 on Expedia. However, how much your vacation to Port of Spain costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Port of Spain?
April, September and October are great times to search for cheap Port of Spain vacation packages. Travelling in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Port of Spain?
With a well-organized itinerary, you can easily tick off the most popular Port of Spain sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Port of Spain vacation for longer.
Is it worth booking a vacation package to Port of Spain?
It's no wonder a Port of Spain vacation is on the must-do list of many travellers. Major attractions like Queen's Park Savanah are just the beginning of things to keep you busy here.
How to find the best Port of Spain package deals?
Use Expedia's handy filters to help you find some tempting Port of Spain 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 trip for midweek, or browse for Port of Spain package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Port of Spain vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Port of Spain vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Port of Spain?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Port of Spain trip.
How to plan a trip to Port of Spain?

  1. Pick your travel dates: What you'd like to do in Port of Spain and your preferred season can help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and activities. Your accommodations will likely be the largest expense during your trip to Port of Spain.
  3. Decide how long to go for: Now that you're more familiar with Port of Spain, you can work out the perfect length of your break. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, book the perfect Port of Spain vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.