Downtown Port of Spain Vacations from $489

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Your Downtown Port of Spain Vacation

Whatever your style of travel, you can see and do more with a customized Downtown Port of Spain vacation package. Spend your break enjoying this neighborhood's culture and all the rest of its delights. Hoping to do some sightseeing during your trip to Downtown Port of Spain? Be sure to check out nearby attractions such as Ariapita Avenue, Queens Park Savanah and Movietowne. Stop daydreaming and start doing. When it's time to lock in your ideal vacation to Downtown Port of Spain, Expedia will help you get there.

The Latest Downtown Port of Spain 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
Price was $659, price is now $489 per person
$489
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
8.8/10 Excellent! (75 reviews)
Staff greeted me warmly and guided me to my room where I was able to store my luggage for a couple of hours. Room was clean, had wifi, air-conditioning, and hot water. I'm very happy with my stay.

Reviewed on Oct 28, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Save 100% on your flight
Price was $1,224, price is now $818 per person
$818
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
9.2/10 Wonderful! (1,011 reviews)
I enjoyed my stay as always!

Reviewed on Nov 14, 2025

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $936, price is now $718 per person
$718
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
7.2/10 Good! (31 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul 13, 2025

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Price was $1,206, price is now $956 per person
$956
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
8.2/10 Very Good! (1,011 reviews)
There was ants on the bed also on the floor when i called the the front desk they sent someone with a spray to spray the room which was horrible the scent i have to sleep with the porch door open whete bugs flew in on top of that the cleaner mop the room the room waas folled of water on the floor also below my suitcases...i will never stay there agingronthcleanrts

Reviewed on Nov 11, 2025

Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Downtown Port of Spain
Price was $861, price is now $691 per person
$691
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
7/10 Good! (898 reviews)
Staff was very good and friendly 10/10

Reviewed on Nov 12, 2025

Where to stay in Downtown Port of Spain

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

2 out of top 10 points of interest in this area

You'll enjoy the restaurants and live music in Woodbrook. You might want to make time for a stop at Hasely Crawford Stadium or Ariapita Avenue.

Find hotels in Woodbrook

Downtown 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
$233 nightly
The price is $254 total per night from Dec 11 to Dec 12
$254 total
Dec 11 - Dec 12
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
I enjoyed my stay as always!

Reviewed on Nov 14, 2025

Hyatt Regency Trinidad
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road, Port of Spain, Trinidad
Fully refundable
$173 nightly
The price is $189 total per night from Nov 21 to Nov 22
$189 total
Nov 21 - Nov 22
Total with taxes and fees
7/10 Good! (912 reviews)
Staff was very good and friendly 10/10

Reviewed on Nov 12, 2025

Radisson Hotel Trinidad
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair, Port of Spain, Trinidad
$131 nightly
The price is $144 total per night from Dec 14 to Dec 15
$144 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (999 reviews)
Room was fine but shower was difficult to use. Air conditioner was hard to use. If you turn it off i still felt like air was circulating. Front desk staff was excellent. Staff at complimentary bfst. At Tiki was great. Staff at kava was not all there.

Reviewed on Nov 10, 2025

Kapok Hotel
See all 387 properties in Downtown 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 Downtown Port of Spain

Queen's Park Savanah

4/5(124 reviews)

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

Holy Trinity Cathedral

4/5(15 reviews)

Holy Trinity Cathedral is just one of the places to see in Port of Spain, so why not enjoy the other things to explore during your travels? Stroll along the waterfront in this family-friendly area, or check out its top-notch restaurants.

Holy Trinity Cathedral

Brian Lara Promenade

3.5/5(18 reviews)

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

Things to do

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
Doubles Taste So Good!

Trinidad Nighttime Food Tour

$69
per adult
100% of travellers recommend
Trinidad Nighttime Food Tour
Port of Spain City Tour

Port of Spain City Tour

$84
per adult
Port of Spain City Tour
See all activities in Port of Spain
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.