A beach with palm trees, a mountain in the background, and people walking along the shore.

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.
  • Jan 8 - Jan 14

    Woodbrook on the Avenue + Flight

    Woodbrook
    6 nights
    2.5 star property
    9.0/10 - Wonderful (94 reviews)
    "Overall satisfactory"
    Reviewed October 17, 2026
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • Nonstop POS - YYZ • 2 stops
    CA $1,247
    CA $991
    per traveller
    found 16 hours ago
    Woodbrook on the Avenue
  • Dec 10 - Dec 14

    Airport Suites Hotel + Flight

    Piarco
    4 nights
    3.0 star property
    6.2/10 - (1,003 reviews)
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • Nonstop POS - YYZ • Nonstop
    CA $1,411
    CA $1,098
    per traveller
    found 1 day ago
    Airport Suites Hotel
  • Jan 8 - Jan 14

    HADCO Experiences at AWNC + Flight

    Lopinot
    6 nights
    3.0 star property
    10/10 - Exceptional (11 reviews)
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • Nonstop POS - YYZ • 2 stops
    CA $3,979
    CA $3,183
    per traveller
    found 16 hours ago
    HADCO Experiences at AWNC
  • Jan 8 - Jan 14

    Hyatt Regency Trinidad + Flight

    Downtown Port of Spain
    6 nights
    4.5 star property
    9.2/10 - Wonderful (1,103 reviews)
    "Really enjoyed this hotel, the beds were really comfortable the room was very clean and had everything we needed for our last minute stay, the restaurant was nice, the coffee bar had a nice selection of grab and go breakfast items? We will definitely consider another stay"
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • Nonstop POS - YYZ • 2 stops
    CA $2,221
    CA $1,785
    per traveller
    found 16 hours ago
    Hyatt Regency Trinidad
  • Jan 8 - Jan 14

    Shalom Guest House + Flight

    St. Anns
    6 nights
    2.5 star property
    10/10 - Exceptional (18 reviews)
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • Nonstop POS - YYZ • 2 stops
    CA $1,218
    CA $996
    per traveller
    found 16 hours ago
    Shalom Guest House

Where to stay in Diego Martin

Find the best Diego Martin areas and neighborhoods for the activities you enjoy most. Learn more about Diego Martin
Learn more about Diego Martin

Glencoe

While there might not be top attractions in Glencoe, you can explore the larger area and discover places like The Falls At Westmall and Long Circular Mall.

What to do in Diego Martin

Diego Martin Hotel Deals

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.

Frequently Asked Questions

How much does a Diego Martin vacation package cost?

Offering great value package deals from CA $991 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.

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