Search Deals onPirate’s Bay Vacation Packages
Pirate’s Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

PeSheres Inn & Spa
Price was $330, price is now $255 per person
$255
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 5-star luxury guesthouse in Crown Point. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Pigeon Point Beach and Swallows Beach are located nearby.

Villa Being - Tobago Luxury B&B
Price was $878, price is now $421 per person
$421
per person
Dec 18 - Dec 22
found 21 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 4-star beach villa in Plymouth. Enjoy free parking, 2 outdoor pools, and onsite spa services. Popular attractions Adventure Farm and Nature Reserve and Fort Bennett are located nearby.

Starfish Tobago Resort
Save 100% on your flight
Price was $690, price is now $428 per person
$428
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star beach hotel in Plymouth. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Pigeon Point Beach and Turtle Beach are located nearby.

Half Moon Blue
Save 100% on your flight
Price was $521, price is now $347 per person
$347
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star 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.

Native Abode
Save 100% on your flight
Price was $417, price is now $280 per person
$280
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star business-friendly guesthouse in Crown Point. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pigeon Point Beach and Swallows Beach are located nearby.

Mount Irvine Bay Resort
Save 100% on your flight
Price was $724, price is now $491 per person
$491
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3.5-star beach resort in Black Rock. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Pigeon Point Beach and Mount Irvine Bay are located nearby.

Tropikist Beach Hotel & Resort
Save 100% on your flight
Price was $654, price is now $452 per person
$452
per person
Dec 18 - Dec 22
found 21 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star beach resort in Crown Point. Enjoy free breakfast, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pigeon Point Beach and Fort Millford are located nearby.

Plantation Beach Villas
Save 100% on your flight
Price was $1,336, price is now $965 per person
$965
per person
Dec 18 - Dec 22
found 21 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3.5-star beach villa in Black Rock. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Pigeon Point Beach and Grafton Caledonia Wildlife Sanctuary are located nearby.

Merci Buccoo
Save 100% on your flight
Price was $525, price is now $392 per person
$392
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star beach hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pigeon Point Beach and The Kimme Museum Institute are located nearby.

Comfort Inn & Suites Tobago
Save 100% on your flight
Price was $623, price is now $476 per person
$476
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star spa hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Pigeon Point Beach and Shaw Park Cultural Complex are located nearby.

Birdie's Nest
Save 100% on your flight
Price was $373, price is now $286 per person
$286
per person
Dec 18 - Dec 22
found 21 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star beach apartment in Black Rock. Enjoy free WiFi, free parking, and private plunge pools. Popular attractions Pigeon Point Beach and Grafton Caledonia Wildlife Sanctuary are located nearby.

Rovanel's Resort and Conference Centre
Save 100% on your flight
Price was $465, price is now $365 per person
$365
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star hotel in Crown Point. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pigeon Point Beach and Kilgwyn Bay are located nearby.
3-4 Night Vacations in Pirate’s Bay
Price found within the past 48 hours. Click for updated prices.



Pirate’s Bay Last Minute Hotel Deals

Blue Waters Inn
Batteaux Bay, Speyside, Tobago
Stay at this 3.5-star beach hotel in Speyside. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Speyside Bay and Little Tobago are located ...

CHOLSON CHALETS LIMITED
72-74 Bay Street, Charlotteville, Tobago
Stay at this 4-star beach guesthouse in Charlotteville. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Man-o-War Bay and Pirate’s Bay ...

Manta Lodge Resort, an Ascend Collection Resort
Windward Rd, Speyside
Stay at this hotel in Speyside. Enjoy free WiFi. Popular attractions Batteaux Bay and Speyside Bay are located nearby.

The Victory Villa
16 miss Mills Trace, Parlatuvier, Tobago
Stay at this 3.5-star beach villa in Parlatuvier. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Englishman's Bay and Castara Beach ...

The Naturalist Beach Resort
Castara Bay Road, Castara Village, Castara, Tobago
Stay at this 3-star beach hotel in Castara. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the property condition in our reviews. Popular ...

Beres Vale Apartments
Jackson Trace, 17, Castara, Tobago
Stay at this 5-star luxury B&B in Castara. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Castara Beach and Englishman's Bay are ...

Baywatch Apartments
# 4 Castara Bay Road, Castara
Stay at this 3-star beach apartment in Castara. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. Popular ...

Castara Retreats
North Side Road, Castara
Stay at this 3.5-star beach hotel in Castara. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Castara Beach and Englishman's Bay ...
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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