Diego Martin Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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.
Metro Hotel Couva

Metro Hotel Couva

CA $989
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.4/10 Very good! (485 reviews)
I like that d property is well maintained n d location is perfect

Reviewed on Aug 29, 2026

Airport Suites Hotel

Airport Suites Hotel

CA $1,097
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
6/10 (1,005 reviews)
Woodbrook on the Avenue

Woodbrook on the Avenue

Woodbrook
CA $1,048
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9/10 Wonderful! (90 reviews)
Best place for the price

Reviewed on Jul 13, 2026

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

Saint James
CA $2,281
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
No reviews
Tstays Smart Hotel

Tstays Smart Hotel

Woodbrook
CA $1,101
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9/10 Wonderful! (13 reviews)
I would not recommend this hotel based on my experience and, in particular, the way my family and I were treated by the hotel management Nekeisha who is rude, dismissive, unprofessional and lacks empathy. I traveled to Trinidad and Tobago with my family because we were there to attend a funeral. This was already an extremely difficult and emotional time for us. After returning to the hotel on Friday , August 28, we were shocked to discover that our belongings had been packed up and removed from our room. I had stayed at this hotel for three nights and believed I had successfully updated my reservation to reflect a check-in date of Wednesday, August 26 and a check-out date of Friday, August 29. I did not arrive and check in until approximately 4:00 p.m. on Wednesday, August 26. There appears to have been an issue or misunderstanding with my reservation. However, rather than contacting me to clarify the situation, the hotel packed up all of my family’s belongings and moved them into a storage room without notifying me or obtaining my permission. Our belongings included refrigerated food, non-refrigerated food, medications, valuables, clothing, and other personal property. There was also a delay before our belongings were returned. Imagine traveling to another country for a funeral, returning to the hotel after an already emotional and difficult day, and discovering that you and your family have essentially been put out on the street with your belongings.

Reviewed on Aug 29, 2026

Ready to book your vacation to Diego Martin?

Choose your dates

Diego Martin Hotel Deals

Mahogany Ridge Trinidad

Mahogany Ridge Trinidad

LP 50 Fond Pois Doux Road Diego Martin Diego Martin Regional Corporation
Mahogany Ridge Trinidad
Tony's Guest House

Tony's Guest House

Papnis Dr, Cor Morne Coco Diego Martin Trinidad
CA $70
CA $76 total
Sep 13 - Sep 14
includes taxes & fees
8/10 Very good! (29 reviews)
"There is a need for the following: - A place for females to put their makeup - Carpet on the floor because the tiles are slippery - Cooking utensils"

Reviewed on Aug 19, 2026

Tony's Guest House
A unique contemporary cabin in the hills of Paramin Trinidad

A unique contemporary cabin in the hills of Paramin Trinidad

Paramin Diego Martin Regional Corporation Diego Martin Regional Corporation
9.4/10 Exceptional! (10 reviews)
"Sensational property!"

Reviewed on May 14, 2026

Get rates
A unique contemporary cabin in the hills of Paramin Trinidad
See all 422 properties in Diego Martin
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.

What to do in Diego Martin

monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

CA $76
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
Food Experience at Night

Food Experience at Night

CA $125
per adult
100% of travellers recommend
Food Experience at Night
Statue in city of Trinidad

Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary

CA $159
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
See all activities in Diego Martin

Frequently asked questions

How much does a Diego Martin vacation package cost?
Offering great value package deals from CA $989 on Expedia, you'll be pleasantly surprised at how much a vacation to Diego Martin costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Diego Martin?
Plan your trip for the low or shoulder season and you're likely to score cheap Diego Martin vacation packages. Bear in mind that school vacation periods and major local events can have an impact on prices, so do your research before booking.
How many days is enough for Diego Martin?
Dedicate around 4 days for your Diego Martin vacation to really take in all that makes this destination unique. Wander around key areas, including Petit Valley and Glencoe. Then check out major sights like Macqueripe Bay and Chaguaramas Golf Course. With a well-organized itinerary, you'll be kept busy with room for some downtime too. Want to travel beyond Diego Martin? Consider fitting in a day trip or two.
How to find the best Diego Martin package deals?
Begin your search for a Diego Martin package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Diego Martin package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Diego Martin adventure off to a flying start.
Is it cheaper to book a Diego Martin vacation as a package?
You can enjoy significant savings on your next Diego Martin escape by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Diego Martin?
Enjoy incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Diego Martin escape.
How to plan a trip to Diego Martin?
  1. Choose when to get away: Check your schedule and get packing. Your preferred time of year and the activities available will also help you decide when to escape to Diego Martin.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will likely be the largest expense during your trip to Diego Martin.
  3. Decide how long to go away for: Now that you know more about Diego Martin, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Diego Martin vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.