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Freeport Vacation Packages

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Freeport Flight + Hotel 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
Price was $657, price is now $563 per person
$563
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop 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.
The place was clean and I felt safe. The walls were thin, but it can work with.

Reviewed on Nov 10, 2026

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $739, price is now $603 per person
$603
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop 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.

HADCO Experiences at AWNC

HADCO Experiences at AWNC

3 out of 5
Price was $1,640, price is now $1,347 per person
$1,347
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Stay at this hotel in Lopinot. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Asa Wright Nature Centre and Santa Rosa First Peoples Community Centre are located nearby.

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Price was $1,016, price is now $847 per person
$847
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
I like this location because it brings back memories. I’ve been staying at this particular location since they opened. Staff is always polite. And the place is always clean and maintained. The only thing is that they don’t do 24 Hour room service anymore. That was a bit challenging.I usually get breakfast included when I stay there and upon my check-in, I was told that was not included.I had to depend on local food. besides that everything else was pretty OK. The pleasant staff made up for it.

Reviewed on Nov 10, 2026

Shalom Guest House

Shalom Guest House

2.5 out of 5
Price was $945, price is now $800 per person
$800
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Stay at this guesthouse in Port of Spain. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Queen's Hall and Royal Botanical Gardens are located nearby.

Emporis Resort

Emporis Resort

3.5 out of 5
Price was $1,460, price is now $1,246 per person
$1,246
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Book a stay at this business-friendly aparthotel in Arouca. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Cleaver Woods Park and Santa Rosa First Peoples Community Centre are located nearby.

Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Price was $880, price is now $772 per person
$772
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this family-friendly resort in Port of Spain. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions National Library and Information System Authority and The Red House are located nearby.
Friendly staff

Reviewed on Nov 10, 2026

Mt. Plaisir Estate Hotel

Mt. Plaisir Estate Hotel

3 out of 5
Price was $1,027, price is now $901 per person
$901
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Book a stay at this beach hotel in Grande Riviere. Enjoy free breakfast, free WiFi, and free parking.

Freeport Vacation Packages 3-4 Night Stays

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 $657, price is now $563 per person
$563
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $739, price is now $603 per person
$603
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
HADCO Experiences at AWNC

HADCO Experiences at AWNC

3 out of 5
Price was $1,640, price is now $1,347 per person
$1,347
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,016, price is now $847 per person
$847
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)

Freeport Vacation Packages 5-7 Night Stays

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 $911, price is now $694 per person
$694
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $1,082, price is now $750 per person
$750
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
Shalom Guest House

Shalom Guest House

2.5 out of 5
St. Anns
Price was $926, price is now $712 per person
$712
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,642, price is now $1,273 per person
$1,273
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)

Top Flight Deals

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

Copa
Thu, Jan 21 - Mon, Jan 25
MIA
Miami Intl.
POS
Piarco Intl.
$280 Roundtrip, found 4 hours ago
$280
Roundtrip
found 4 hours ago
Select Copa flight, departing Thu, Jan 21 from Miami Intl. to Piarco Intl., returning Mon, Jan 25, priced at $280 found 4 hours ago
Copa
Tue, Nov 24 - Mon, Dec 14
FLL
Fort Lauderdale - Hollywood Intl.
POS
Piarco Intl.
$359 Roundtrip, found 21 hours ago
$359
Roundtrip
found 21 hours ago
Select Copa flight, departing Tue, Nov 24 from Fort Lauderdale - Hollywood Intl. to Piarco Intl., returning Mon, Dec 14, priced at $359 found 21 hours ago
Caribbean Airlines
Fri, Dec 11 - Fri, Dec 11
GEO
Cheddi Jagan Intl.
POS
Piarco Intl.
$423 Roundtrip, just found
$423
Roundtrip
just found
Select Caribbean Airlines flight, departing Fri, Dec 11 from Cheddi Jagan Intl. to Piarco Intl., returning Fri, Dec 11, priced at $423 just found
JetBlue Airways
Tue, Dec 1 - Fri, Dec 4
JFK
John F. Kennedy Intl.
POS
Piarco Intl.
$435 Roundtrip, just found
$435
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Dec 1 from John F. Kennedy Intl. to Piarco Intl., returning Fri, Dec 4, priced at $435 just found