Search Deals onPembroke Vacation Packages
Pembroke Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

C & K Apartments
Price was $200, price is now $163 per person
$163
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Book a stay at this beach aparthotel in Castara. Enjoy free WiFi, free parking, and 5 restaurants. Popular attractions Castara Beach and Englishman's Bay are located nearby.
Comfortable studio apartment, well stocked kitchen and lovely view of the beach.
Marvin was a great host- really responsive and on hand with anything we needed.
Castara is lovely little town and the apartment was in an excellent location.
We were unsure what to expect when booking but we had the perfect stay and would return again!
Reviewed on Apr 28, 2025

Villa Being - Tobago Luxury B&B
Price was $1,594, price is now $1,021 per person
$1,021
per person
Jan 15 - Jan 18
found 9 hours ago
Roundtrip non-stop flight included
Georgetown (GEO) to Tobago (TAB)
Book a stay at this beach villa in Plymouth. Enjoy free parking, 2 outdoor pools, and onsite spa services. Popular attractions Adventure Farm and Nature Reserve and Great Courland Bay Monument are located nearby.
I loved the layout, waking up to the beautiful view of the ocean!!! The way the staff treated me as well, checking in and making sure everything was to my liking. The Pools, gardens, the bed was so comfortable.
Reviewed on Nov 3, 2026

Half Moon Blue
Price was $851, price is now $700 per person
$700
per person
Jan 15 - Jan 18
found 9 hours ago
Roundtrip non-stop flight included
Georgetown (GEO) to Tobago (TAB)
Book a stay at this beach hotel in Scarborough. Enjoy a full-service spa, 2 restaurants, and a private beach. Popular attractions Fort King George and Tobago Museum are located nearby.

The Naturalist Beach Resort
Price was $206, price is now $170 per person
$170
per person
Dec 8 - Dec 11
found 12 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Book a stay at this beach hotel in Castara. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Castara Beach and Englishman's Bay are located nearby.

Inviting 3-bed Apt in Whim Estate- Nearscarborough
Price was $1,958, price is now $1,876 per person
$1,876
per person
Dec 22 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Tobago (TAB)
Stay at this apartment in Scarborough. Enjoy free WiFi, free parking, and a garden. Popular attractions I Love Tobago Sign and Scarborough Botanical Garden are located nearby.

Top Ranking Guesthouse
Price was $174, price is now $167 per person
$167
per person
Dec 8 - Dec 11
found 12 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this guesthouse in Speyside. Enjoy free WiFi, free parking, and room service. Popular attractions Little Tobago and Speyside Bay are located nearby.
Beautiful view from balcony. Comfortable beds and organized our boat tour to little Tobago without any problems. The only issue people should be aware of is if you have any mobility problems this is not the place for you. Lots of stairs to the top of the hill.
Reviewed on Feb 11, 2026

Baywatch Apartments
Price was $805, price is now $781 per person
$781
per person
Jan 7 - Jan 10
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Book a stay at this beach apartment in Castara. Enjoy free WiFi, free parking, and a garden. Popular attractions Castara Beach and Englishman's Bay are located nearby.
Despite the hiccup during check in both Expedia and the property owner were very timely sorting things out. The location was great and the apartment exceeded expectations would definitely book again
Reviewed on Jul 24, 2026

Grand View Guesthouse
Price was $602, price is now $587 per person
$587
per person
Jan 15 - Jan 18
found 9 hours ago
Roundtrip non-stop flight included
Georgetown (GEO) to Tobago (TAB)
Stay at this guesthouse in Speyside. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Speyside Bay and Little Tobago are located nearby.
First of all. When we go there, the lady said room was not available and she was going to give to give me my money back. She specifically said not to cancel. ( now I know she did not want it to reflect on her) I am still waiting on my money. ( I am back home). The place was nothing like it was advertised 😢😢😢
Reviewed on Sep 8, 2024
Pembroke Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Pembroke 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.

Sun, Nov 8 - Tue, Nov 10
POS
Piarco Intl.
TAB
A.N.R. Robinson Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago

Thu, Nov 19 - Wed, Dec 2
JFK
John F. Kennedy Intl.
TAB
A.N.R. Robinson Intl.
$540 Roundtrip, found 14 hours ago
$540
Roundtrip
found 14 hours ago

Sat, Nov 21 - Wed, Dec 2
JFK
John F. Kennedy Intl.
TAB
A.N.R. Robinson Intl.
$549 Roundtrip, found 2 hours ago
$549
Roundtrip
found 2 hours ago

Thu, Dec 17 - Tue, Dec 22
IAD
Washington Dulles Intl.
TAB
A.N.R. Robinson Intl.
$1,403 Roundtrip, found 14 hours ago
$1,403
Roundtrip
found 14 hours ago
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