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
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9/10 Wonderful! (72 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

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
8/10 Very Good! (1,010 reviews)
More fruit options and variety for the breakfast buffet. Sushi for room service

Reviewed on Aug. 4, 2025

Cara Hotels Trinidad

Cara Hotels Trinidad

3 out of 5
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
7.6/10 Good! (217 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

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
7/10 Good! (30 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul. 13, 2025

Vintage Oaks Hideaway

Vintage Oaks Hideaway

2.5 out of 5
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
No reviews

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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, & Sierra Leone Rd, Diego Martin, Trinidad
The price is CA $69 per night from Aug 11 to Aug 12
CA $69
CA $76 total
Aug 11 - Aug 12
includes taxes & fees
7.8/10 Good! (25 reviews)
"it was a grate stay I enjoyed being in Trinidad at they guest house it close to a lot of places an the owner is just wonderful."

Reviewed on Jun. 3, 2025

Tony's Guest House
Mahogany Ridge Trinidad

Mahogany Ridge Trinidad

2 out of 5
LP 50 Fond Pois Doux Road, Diego Martin, Diego Martin Regional Corporation
9.4/10 Exceptional! (10 reviews)
"Absolutely stunning! Peaceful and quiet. Very well stocked with facilities. Breakfast available, but bring your own food otherwise. If you get to the North Deck and didn't see it, you've just passed it. Look to the right of the North Deck and proceed to the furthest gate to the right. It's a steep ..."

Reviewed on May 10, 2025

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Mahogany Ridge Trinidad
The Royal Nest Trinidad

The Royal Nest Trinidad

3 out of 5
6 Sinclair Hill, Diego Martin, Diego Martin Regional Corporation
The price is CA $217 per night from Aug 9 to Aug 10
CA $217
CA $262 total
Aug 9 - Aug 10
includes taxes & fees
The Royal Nest Trinidad
See all 374 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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Frequently asked questions

How much does a Diego Martin vacation package cost?
Offering great value package deals from CA $816 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.