Search Deals onPrinces Town Vacation Packages
Princes Town Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Woodbrook on the Avenue
Price was $666, price is now $517 per person
$517
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this golf guesthouse in Port of Spain. Enjoy free WiFi, free parking, and a business center. Popular attractions Ariapita Avenue and Victoria Square are located nearby.
Room was super clean and the staff was very courteous and helpful. The A/C worked just fine. I would stay here again
Reviewed on Jul 4, 2026

Airport Suites Hotel
Price was $724, price is now $520 per person
$520
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this business-friendly hotel in Piarco. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Millenium Golf Club and Trincity Mall are located nearby.
Clean, Convenient, Cost Effective.
Reviewed on Jul 10, 2026

Hyatt Regency Trinidad
Price was $1,707, price is now $1,281 per person
$1,281
per person
Oct 2 - Oct 7
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Port of Spain (POS)
Book a stay at this luxury resort in Port of Spain. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Library and Information System Authority and The Red House are located nearby.
Great hotel.
Reviewed on Jul 11, 2026

The Chancellor Hotel
Price was $788, price is now $608 per person
$608
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this business-friendly hotel in Port of Spain. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Queen's Park Savanah and Queen's Hall are located nearby.
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

Regent Star Hotel
Price was $721, price is now $617 per person
$617
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this business-friendly hotel in Piarco. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Eco Park and Millenium Golf Club are located nearby.
This Hotel has bed bugs. I stayed here for one night because i had a flight going out the next day. When i woke up to get ready for my flight i was bitten up very badly and it wasn’t mosquitos . This hotel is TERRIBLE
Reviewed on Jul 4, 2026

Airport Inn
Price was $705, price is now $604 per person
$604
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this business-friendly B&B in Piarco. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Trincity Mall and Millenium Golf Club are located nearby.
Clean room and great breakfast
Reviewed on Jul 11, 2026

SherNest Guest House
Price was $666, price is now $576 per person
$576
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Stay at this B&B in San Juan. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Queen's Park Savanah and Yerette - Home of the Hummingbird are located nearby.
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

Arlene's & Chris's Guesthouse
Price was $1,293, price is now $1,119 per person
$1,119
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this business-friendly apartment in Port of Spain. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Long Circular Mall and Fort George are located nearby.
Princes Town Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Princes Town Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Sep 29 - Wed, Sep 30
MIA
Miami Intl.
POS
Piarco Intl.
$274 Roundtrip, found 6 days ago
$274
Roundtrip
found 6 days ago

Thu, Sep 10 - Fri, Sep 25
FLL
Fort Lauderdale - Hollywood Intl.
POS
Piarco Intl.
$378 Roundtrip, found 2 days ago
$378
Roundtrip
found 2 days ago

Sun, Aug 9 - Tue, Aug 25
LGA
LaGuardia
POS
Piarco Intl.
$397 Roundtrip, found 2 days ago
$397
Roundtrip
found 2 days ago

Thu, Oct 8 - Tue, Oct 13
EWR
Newark Liberty Intl. Airport
POS
Piarco Intl.
$420 Roundtrip, found 1 day ago
$420
Roundtrip
found 1 day ago
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