Cheap Vacations in Trinidad and Tobago

Choose two or more items and save on your trip:

Trinidad and Tobago vacations

Price found within the past 48 hours. Click for updated prices.
Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa

4.5 out of 5
St. Anns
Price was $846, price is now $706 per person
$706
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Price was $1,255, price is now $970 per person
$970
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

3 out of 5
Price was $1,976, price is now $1,645 per person
$1,645
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

3 out of 5
Price was $1,473, price is now $1,300 per person
$1,300
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

3 out of 5
Price was $1,473, price is now $1,300 per person
$1,300
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

3 out of 5
Price was $1,473, price is now $1,307 per person
$1,307
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Comfort Inn & Suites Tobago

Comfort Inn & Suites Tobago

3 out of 5
Price was $1,276, price is now $1,148 per person
$1,148
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Fish Tobago Guesthouse

Fish Tobago Guesthouse

3 out of 5
Price was $916, price is now $830 per person
$830
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $1,215, price is now $1,100 per person
$1,100
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Kariwak Village Holistic Haven

Kariwak Village Holistic Haven

3 out of 5
Price was $1,162, price is now $1,058 per person
$1,058
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)

3-night Trinidad and Tobago vacations

Price found within the past 48 hours. Click for updated prices.
Fish Tobago Guesthouse

Fish Tobago Guesthouse

3 out of 5
Price was $610, price is now $529 per person
$529
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Price was $879, price is now $651 per person
$651
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

3 out of 5
Price was $1,976, price is now $1,645 per person
$1,645
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

4 out of 5
Price was $1,150, price is now $963 per person
$963
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
Coco Reef Resort and Spa

Coco Reef Resort and Spa

4 out of 5
Price was $1,081, price is now $918 per person
$918
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Derick's Inn

Derick's Inn

3 out of 5
Price was $672, price is now $580 per person
$580
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Port of Spain (POS)
CROWN HOTEL TOBAGO

CROWN HOTEL TOBAGO

3 out of 5
Price was $713, price is now $625 per person
$625
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

3 out of 5
Price was $1,473, price is now $1,300 per person
$1,300
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

3 out of 5
Price was $1,473, price is now $1,300 per person
$1,300
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

3 out of 5
Price was $1,473, price is now $1,307 per person
$1,307
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Kariwak Village Holistic Haven

Kariwak Village Holistic Haven

3 out of 5
Price was $782, price is now $698 per person
$698
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Price was $765, price is now $691 per person
$691
per person
Oct 24 - Oct 27
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)

4-night Trinidad and Tobago vacations

Price found within the past 48 hours. Click for updated prices.
Derick's Inn

Derick's Inn

3 out of 5
Price was $700, price is now $629 per person
$629
per person
Nov 5 - Nov 9
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Price was $1,255, price is now $970 per person
$970
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

3 out of 5
Price was $2,033, price is now $1,684 per person
$1,684
per person
Oct 29 - Nov 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $1,010, price is now $839 per person
$839
per person
Oct 29 - Nov 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Price was $1,315, price is now $1,123 per person
$1,123
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

3 out of 5
Price was $1,362, price is now $1,179 per person
$1,179
per person
Oct 29 - Nov 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

3 out of 5
Price was $1,362, price is now $1,179 per person
$1,179
per person
Oct 29 - Nov 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

3 out of 5
Price was $1,362, price is now $1,190 per person
$1,190
per person
Oct 29 - Nov 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

4 out of 5
Price was $1,274, price is now $1,118 per person
$1,118
per person
Nov 5 - Nov 9
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
Half Moon Blue

Half Moon Blue

3 out of 5
Price was $1,087, price is now $962 per person
$962
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Price was $924, price is now $831 per person
$831
per person
Oct 29 - Nov 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Price was $1,488, price is now $1,339 per person
$1,339
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)

5-night Trinidad and Tobago vacations

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 $746, price is now $577 per person
$577
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $820, price is now $582 per person
$582
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

3 out of 5
Save 100% on your flight
Price was $2,097, price is now $1,529 per person
$1,529
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

3 out of 5
Price was $1,258, price is now $962 per person
$962
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

3 out of 5
Price was $1,258, price is now $962 per person
$962
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

3 out of 5
Price was $1,258, price is now $974 per person
$974
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Price was $1,272, price is now $1,051 per person
$1,051
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Emporis Resort

Emporis Resort

3.5 out of 5
Price was $1,008, price is now $836 per person
$836
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa

4.5 out of 5
Price was $846, price is now $706 per person
$706
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
West Palm Hotel

West Palm Hotel

3 out of 5
Price was $1,005, price is now $845 per person
$845
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
St Ann's Guest House Ltd.

St Ann's Guest House Ltd.

2.5 out of 5
Price was $758, price is now $648 per person
$648
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $849, price is now $730 per person
$730
per person
Oct 23 - Oct 28
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)

6-7 night Trinidad and Tobago vacations

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 $990, price is now $727 per person
$727
per person
Nov 5 - Nov 12
found 11 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $1,100, price is now $768 per person
$768
per person
Nov 5 - Nov 12
found 11 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

3 out of 5
Save 100% on your flight
Price was $2,884, price is now $2,077 per person
$2,077
per person
Nov 5 - Nov 12
found 11 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

3 out of 5
Price was $1,709, price is now $1,283 per person
$1,283
per person
Nov 5 - Nov 12
found 11 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

3 out of 5
Price was $1,709, price is now $1,283 per person
$1,283
per person
Nov 5 - Nov 12
found 11 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

3 out of 5
Price was $1,709, price is now $1,300 per person
$1,300
per person
Nov 5 - Nov 12
found 11 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

4 out of 5
Price was $2,077, price is now $1,683 per person
$1,683
per person
Nov 5 - Nov 12
found 11 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Price was $2,492, price is now $2,095 per person
$2,095
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Price was $2,844, price is now $2,501 per person
$2,501
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Bacolet Beach Club

Bacolet Beach Club

4 out of 5
Price was $2,315, price is now $2,074 per person
$2,074
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
The Villas At Stonehaven

The Villas At Stonehaven

4.5 out of 5
Price was $3,650, price is now $3,302 per person
$3,302
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Blue Haven Hotel

Blue Haven Hotel

4 out of 5
Price was $2,460, price is now $2,259 per person
$2,259
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)

Top places to visit in Trinidad and Tobago

A coastal cityscape with dense housing, a prominent bridge, and high-rise buildings under a cloudy sky.
FlightsFlightsHotelsHotels

Port of Spain

Port of Spain

Flight deals to Trinidad and Tobago

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

Sat, Sep 19 - Sun, Sep 20
POS
Trinidad
TAB
Tobago
$80 Roundtrip, found 15 hours ago
$80
Roundtrip
found 15 hours ago
Select Caribbean Airlines flight, departing Sat, Sep 19 from Trinidad to Tobago, returning Sun, Sep 20, priced at $80 found 15 hours ago
Fri, Oct 30 - Mon, Nov 9
MIA
Miami
POS
Trinidad
$280 Roundtrip, found 1 day ago
$280
Roundtrip
found 1 day ago
Select Copa flight, departing Fri, Oct 30 from Miami to Trinidad, returning Mon, Nov 9, priced at $280 found 1 day ago
Sun, Nov 22 - Mon, Nov 30
FLL
Fort Lauderdale
POS
Trinidad
$370 Roundtrip, found 3 days ago
$370
Roundtrip
found 3 days ago
Select Copa flight, departing Sun, Nov 22 from Fort Lauderdale to Trinidad, returning Mon, Nov 30, priced at $370 found 3 days ago

Top rated hotels for your Trinidad and Tobago vacation

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
77 Old Store Bay Rd Crown Point Tobago
40.91 mi from city center
The price is $160 total per night
$160 total
per night
Sep 18 - Sep 19
With a stay at Tropikist Beach Hotel & Resort in Crown Point, you'll be on the beach, within a 10-minute drive of Pigeon Point Beach and Store Bay.
Pool
Breakfast included
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road Port of Spain Trinidad
Free Cancellation
Reserve now, pay when you stay
20.11 mi from city center
The price is $234 total per night
$234 total
per night
Sep 25 - Sep 26
A stay at Hyatt Regency Trinidad places you in the heart of Port of Spain, within a 5-minute drive of Ariapita Avenue and Movietowne.
Pool
Spa
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove Piarco Trinidad
9.96 mi from city center
The price is $93 total per night
$93 total
per night
Sep 15 - Sep 16
Located in Piarco, Airport Suites Hotel is in the historical district, within a 10-minute drive of Millenium Golf Club and Eco Park.
Pool
Free airport shuttle
Don't see what you're looking for?
See all available properties in Trinidad and Tobago
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.