Diego Martin Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Photo by Simon Gerald
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Diego Martin Vacation
With all the details planned before you go away, our Diego Martin vacation packages mean you can focus more on having a great time. Whether you base yourself in the neighborhood of Saint James, which is great for nightlife, or somewhere else in town, this fun city offers an array of discoveries. Any trip to Diego Martin needs a well-designed itinerary. Fill yours with big-name attractions like Queens Park Savanah, Ariapita Avenue and Movietowne. Whoever you're taking a break with and whether your budget is big or small, your dream Diego Martin vacation is just clicks away with Expedia.
Top Diego Martin Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Woodbrook on the Avenue
Woodbrook
Price was CA $991, price is now CA $758 per person
CA $758
per person
Nov 27 - Dec 1
found 2 hours ago
Roundtrip flight included
Calgary (YYC) to Port of Spain (POS)
8.8/10 Excellent! (74 reviews)
The property is gated, clean and secure. The rooms are well appointed, and supported by polite and personal support staff. There is also 24/7 security surveillance.
Reviewed on Jul. 3, 2025
Hyatt Regency Trinidad
Downtown Port of Spain
Price was CA $1,449, price is now CA $1,121 per person
CA $1,121
per person
Nov 27 - Dec 1
found 2 hours ago
Roundtrip flight included
Calgary (YYC) to Port of Spain (POS)
9.2/10 Wonderful! (1,004 reviews)
Rooms were spacious, comfortable and very clean. We LOVED looking out at the ocean from our picture window. The breakfast buffet was delightful. The staff was always available and quite helpful - they really made a difference.
Reviewed on Sep. 3, 2025
Cara Hotels Trinidad
Price was CA $1,325, price is now CA $1,072 per person
CA $1,072
per person
Nov 27 - Dec 1
found 2 hours ago
Roundtrip flight included
Calgary (YYC) to Port of Spain (POS)
7.6/10 Good! (219 reviews)
The staff were sympathetic and friendly. The pool area and deck are nice. The view is gorgeous 😍😍. I would give an average rating as I believe the rooms can do with some upgrades. Otherwise can be an ideal stay for families who want to take a vacation away from home.😃
Reviewed on Jul. 3, 2025
Hilton Trinidad & Conference Centre
Price was CA $1,288, price is now CA $1,060 per person
CA $1,060
per person
Nov 27 - Dec 1
found 2 hours ago
Roundtrip flight included
Calgary (YYC) to Port of Spain (POS)
8/10 Very Good! (1,008 reviews)
Nice spot. Clean, quiet, great staff energy.
Reviewed on Aug. 22, 2025
HADCO Experiences at AWNC
Price was CA $2,174, price is now CA $1,799 per person
CA $1,799
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
10/10 Exceptional! (2 reviews)
This lodge experience was amazing. The room was very relaxing, no television, nice big bathroom with an awesome shower and views. I would highly recommend this place. Lastly, the dinner and breakfast was delicious with a lot of food.
Reviewed on Aug. 29, 2025
Diego Martin Hotel Deals
The Royal Nest Trinidad
6 Sinclair Hill, Diego Martin, Diego Martin Regional Corporation
The price is CA $218 per night from Sep 9 to Sep 10
CA $218
CA $263 total
Sep 9 - Sep 10
includes taxes & fees
Tony's Guest House
Papnis Dr, Cor Morne Coco, & Sierra Leone Rd, Diego Martin, Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $69 per night from Sep 14 to Sep 15
CA $69
CA $76 total
Sep 14 - Sep 15
includes taxes & fees
A unique contemporary cabin in the hills of Paramin Trinidad
Unknown
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.
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
- Cheap Hotels in Niagara Falls
- Hotels in Carp
- BlueBay Grand Esmeralda All Inclusive
- Travelodge by Wyndham Winnipeg East
- Motels Valemount
- Hotels in Vancouver
- Tukan Hotel Playa del Carmen
- Marriott's Shadow Ridge
- Delta Hotels by Marriott Ottawa City Centre
- Hotels with an Indoor Pool in Courtenay
- Hotels in Port of Spain
- All Inclusive Resorts and Hotels in Greece
- Adults Only Resorts & Hotels in Playa del Carmen
Flights
- Cheap Flights to Port of Spain
- Cheap Flights from Toronto (YYZ) to Saginaw (MBS)
- Cheap Flights from Toronto (YYZ) to Auckland (AKL)
- Cheap Flights from Vancouver (YVR) to Trieste (TRS)
- Cheap Flights from Peterborough (YPQ) to St. John's (YYT)
- Cheap Flights from Addis Ababa (ADD) to Toronto (YYZ)
- Cheap Flights from Seattle (SEA) to Winnipeg (YWG)
- Flights from Sault Ste. Marie Airport Airport
Activities
Vacation Rentals
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
