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Debe Vacation Packages

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Debe Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Price was $682, price is now $561 per person
$561
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Stay at this hotel in Port of Spain. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Ariapita Avenue and Victoria Square are located nearby.
Short stay but ill rate 3/5. Room was cleaned tho

Reviewed on Jul 14, 2026

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $975, price is now $715 per person
$715
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Good for the price

Reviewed on Jul 13, 2026

Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Price was $902, price is now $708 per person
$708
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Best place for the price

Reviewed on Jul 13, 2026

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $1,027, price is now $808 per person
$808
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Price was $1,414, price is now $1,150 per person
$1,150
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

Regent Star Hotel

Regent Star Hotel

3 out of 5
Price was $970, price is now $833 per person
$833
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

Airport Inn

3.5 out of 5
Price was $950, price is now $817 per person
$817
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

West Palm Hotel

West Palm Hotel

3 out of 5
Price was $982, price is now $854 per person
$854
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Stay at this hotel in Chaguaramas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Chaguaramas Military History & Aerospace Museum and Five Islands Water & Amusement Park are located nearby.
The staff was extremely helpful.

Reviewed on Jun 28, 2026

Debe 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 $636, price is now $531 per person
$531
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $701, price is now $548 per person
$548
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Woodbrook
Price was $682, price is now $561 per person
$561
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $952, price is now $800 per person
$800
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)

Debe 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 $1,039, price is now $715 per person
$715
per person
Aug 27 - Sep 3
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
The Chancellor Hotel

The Chancellor Hotel

3 out of 5
St. Anns
Price was $1,234, price is now $893 per person
$893
per person
Aug 27 - Sep 3
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $975, price is now $715 per person
$715
per person
Sep 15 - Sep 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Airport Inn

Airport Inn

3.5 out of 5
Price was $1,104, price is now $867 per person
$867
per person
Aug 27 - Sep 3
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)

Top Flight Deals

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

Caribbean Airlines
Sat, Jul 25 - Fri, Nov 20
MIA
Miami Intl.
POS
Piarco Intl.
$310 Roundtrip, found 1 day ago
$310
Roundtrip
found 1 day ago
Select Caribbean Airlines flight, departing Sat, Jul 25 from Miami Intl. to Piarco Intl., returning Fri, Nov 20, priced at $310 found 1 day ago
Copa
Thu, Sep 10 - Fri, Sep 25
FLL
Fort Lauderdale - Hollywood Intl.
POS
Piarco Intl.
$378 Roundtrip, found 4 days ago
$378
Roundtrip
found 4 days ago
Select Copa flight, departing Thu, Sep 10 from Fort Lauderdale - Hollywood Intl. to Piarco Intl., returning Fri, Sep 25, priced at $378 found 4 days ago
Air Canada
Sun, Aug 9 - Tue, Aug 25
LGA
LaGuardia
POS
Piarco Intl.
$397 Roundtrip, found 3 days ago
$397
Roundtrip
found 3 days ago
Select Air Canada flight, departing Sun, Aug 9 from LaGuardia to Piarco Intl., returning Tue, Aug 25, priced at $397 found 3 days ago
United
Sat, Aug 29 - Tue, Sep 8
EWR
Newark Liberty Intl. Airport
POS
Piarco Intl.
$405 Roundtrip, found 10 hours ago
$405
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Aug 29 from Newark Liberty Intl. Airport to Piarco Intl., returning Tue, Sep 8, priced at $405 found 10 hours ago