Diego Martin Vacation Packages

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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 on the Avenue

2.5 out of 5
Woodbrook
Price was CA $973, price is now CA $771 per person
CA $771
per person
Sep 23 - Sep 27
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9/10 Wonderful! (85 reviews)
Best place for the price

Reviewed on Jul 13, 2026

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was CA $1,094, price is now CA $809 per person
CA $809
per person
Sep 23 - Sep 27
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
6/10 (1,002 reviews)

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was CA $1,580, price is now CA $1,317 per person
CA $1,317
per person
Sep 23 - Sep 27
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9.2/10 Wonderful! (1,047 reviews)
Place needs more maintenance, drain in the tube was clogged

Reviewed on Jul 14, 2026

West Palm Hotel

West Palm Hotel

3 out of 5
Price was CA $1,100, price is now CA $919 per person
CA $919
per person
Sep 23 - Sep 27
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
6/10 (122 reviews)
The staff was extremely helpful.

Reviewed on Jun 28, 2026

Airport Inn

Airport Inn

3.5 out of 5
Price was CA $1,060, price is now CA $899 per person
CA $899
per person
Sep 23 - Sep 27
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.4/10 Very good! (150 reviews)
Clean room and great breakfast

Reviewed on Jul 11, 2026

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Diego Martin Hotel Deals

Tony's Guest House

Tony's Guest House

2.5 out of 5
Papnis Dr, Cor Morne Coco Diego Martin Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Jul 23 to Jul 24
CA $84
CA $93 total
Jul 23 - Jul 24
includes taxes & fees
7.8/10 Good! (28 reviews)
"I knowingly booked an economy studio room which totally underwhelmed me. If I had knowledge of the area I would have tried to locate alternative accommodation. Had I a clean room containing a bed and sink/ bed and shower/ bed, shower and window, I would have been pleased. What I got was room that ..."

Reviewed on Jul 12, 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
Mahogany Ridge Trinidad

Mahogany Ridge Trinidad

2 out of 5
LP 50 Fond Pois Doux Road Diego Martin Diego Martin Regional Corporation
Get rates
Mahogany Ridge Trinidad
See all 430 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.
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Beach Vacations
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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 $78
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
Food Experience at Night

Food Experience at Night

CA $128
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 $163
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 $771 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.