Cheap Vacations in Trinidad and Tobago

Choose two or more items and save on your trip:

3-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 $408, price is now $330 per person
$330
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Save 100% on your flight
Price was $1,601, price is now $956 per person
$956
per person
Feb 21 - Feb 24
found 16 hours ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Merci Buccoo

Merci Buccoo

3 out of 5
Price was $822, price is now $710 per person
$710
per person
Feb 21 - Feb 24
found 16 hours ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
The Naturalist Beach Resort

The Naturalist Beach Resort

3 out of 5
Price was $930, price is now $837 per person
$837
per person
Feb 21 - Feb 24
found 16 hours ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Crown Point Beach Hotel

Crown Point Beach Hotel

3 out of 5
Price was $857, price is now $781 per person
$781
per person
Feb 21 - Feb 24
found 16 hours ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
Price was $574, price is now $476 per person
$476
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
Bacolet Beach Club

Bacolet Beach Club

4 out of 5
Price was $604, price is now $514 per person
$514
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $484, price is now $415 per person
$415
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Price was $593, price is now $509 per person
$509
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $460, price is now $399 per person
$399
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Price was $526, price is now $461 per person
$461
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Kapok Hotel

Kapok Hotel

4 out of 5
Price was $457, price is now $405 per person
$405
per person
Mar 8 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)

4-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 $489, price is now $363 per person
$363
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
Price was $739, price is now $579 per person
$579
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Price was $764, price is now $627 per person
$627
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $595, price is now $495 per person
$495
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Price was $486, price is now $414 per person
$414
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Price was $1,374, price is now $1,176 per person
$1,176
per person
Feb 15 - Feb 18
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
Mount Irvine Bay Resort

Mount Irvine Bay Resort

3.5 out of 5
Price was $1,335, price is now $1,149 per person
$1,149
per person
Feb 15 - Feb 18
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
Kapok Hotel

Kapok Hotel

4 out of 5
Price was $553, price is now $478 per person
$478
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Derick's Inn

Derick's Inn

3 out of 5
Price was $472, price is now $411 per person
$411
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
Half Moon Blue

Half Moon Blue

3 out of 5
Price was $1,150, price is now $1,002 per person
$1,002
per person
Feb 15 - Feb 18
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
Sunflower Apartments Trinidad

Sunflower Apartments Trinidad

3 out of 5
Price was $512, price is now $447 per person
$447
per person
Mar 7 - Mar 10
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
West Palm Hotel

West Palm Hotel

3 out of 5
Price was $1,235, price is now $1,085 per person
$1,085
per person
Feb 15 - Feb 18
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $736, price is now $581 per person
$581
per person
Mar 8 - Mar 14
found 16 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
Save 100% on your flight
Price was $1,380, price is now $777 per person
$777
per person
Feb 26 - Mar 5
found 16 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Save 100% on your flight
Price was $1,571, price is now $1,044 per person
$1,044
per person
Feb 26 - Mar 5
found 16 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
Save 100% on your flight
Price was $1,131, price is now $808 per person
$808
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
Beres Vale Apartments

Beres Vale Apartments

5 out of 5
Price was $716, price is now $599 per person
$599
per person
Feb 26 - Mar 5
found 16 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $947, price is now $808 per person
$808
per person
Mar 8 - Mar 14
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Price was $729, price is now $626 per person
$626
per person
Mar 8 - Mar 14
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
Ella's Park View Townhouse Crown Point

Ella's Park View Townhouse Crown Point

3.5 out of 5
Price was $1,284, price is now $1,121 per person
$1,121
per person
Feb 26 - Mar 5
found 16 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Crown Point Beach Hotel

Crown Point Beach Hotel

3 out of 5
Price was $1,217, price is now $1,068 per person
$1,068
per person
Feb 26 - Mar 5
found 16 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Price was $1,279, price is now $1,122 per person
$1,122
per person
Mar 8 - Mar 14
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
Merci Buccoo

Merci Buccoo

3 out of 5
Price was $1,782, price is now $1,566 per person
$1,566
per person
Feb 16 - Feb 22
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tobago (TAB)
CHOLSON CHALETS LIMITED

CHOLSON CHALETS LIMITED

4 out of 5
Price was $732, price is now $645 per person
$645
per person
Feb 26 - Mar 5
found 16 hours ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)

Top places to visit in Trinidad and Tobago

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.

Tue, Mar 3 - Wed, Mar 11
POS
Trinidad
TAB
Tobago
$80 Roundtrip, found 11 hours ago
$80
Roundtrip
found 11 hours ago
Select Caribbean Airlines flight, departing Tue, Mar 3 from Trinidad to Tobago, returning Wed, Mar 11, priced at $80 found 11 hours ago
Thu, Mar 5 - Tue, Mar 10
MCO
Orlando
POS
Trinidad
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select Copa flight, departing Thu, Mar 5 from Orlando to Trinidad, returning Tue, Mar 10, priced at $242 found 3 days ago
Fri, Jan 23 - Sat, Jan 24
MIA
Miami
POS
Trinidad
$295 Roundtrip, found 4 days ago
$295
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jan 23 from Miami to Trinidad, returning Sat, Jan 24, priced at $295 found 4 days ago

Top rated hotels for your Trinidad and Tobago vacation

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 $299 total per night
$299 total
per night
Feb 7 - Feb 8
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
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road Port of Spain Trinidad
Free Cancellation
Reserve now, pay when you stay
20.04 mi from city center
The price is $230 total per night
$230 total
per night
Jan 29 - Jan 30
You'll be centrally located in Port of Spain with a stay at Radisson Hotel Trinidad, within a 15-minute walk of Brian Lara Promenade and Holy Trinity Cathedral.
Pool
Parking included
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Lady Young Road, Belmont Port of Spain
Free Cancellation
Reserve now, pay when you stay
19.47 mi from city center
The price is $211 total per night
$211 total
per night
Jan 17 - Jan 18
A stay at Hilton Trinidad & Conference Centre places you in the heart of Port of Spain, within a 15-minute walk of Queen's Hall and President's House.
Pool
Hot Tub
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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.