Diego Martin Vacations from $444

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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.

The Latest Diego Martin vacation packages

Price found within the past 48 hours. Click for updated prices.
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $595, price is now $444 per person
$444
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
6/10 (1,012 reviews)
Overall the stay was good, however my room did not have a window. The room was very clean and the beds were very comfortable. The staff is also very nice.

Reviewed on Jun 21, 2026

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
St. Anns
Price was $993, price is now $757 per person
$757
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
7/10 Good! (37 reviews)
Staff was very friendly. The hotel is gated and always had someone available to open/close it. Check in and check out was a breeze. The hotel is within walking distance of a coffee shop, some local restaurants, the Savannah, gardens, zoo. There was no continental breakfast, no bar even though one was there. We didn't use the pool. Property could use some upgrades and renovation.

Reviewed on Apr 8, 2026

Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $839, price is now $655 per person
$655
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
9/10 Wonderful! (85 reviews)
The accommodation was ideal for a couple nights, close to The Avenue which had everything from bars, food courts and supermarkets. Air-conditioning,Tv

Reviewed on Jun 2, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,299, price is now $1,040 per person
$1,040
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
9.2/10 Wonderful! (1,049 reviews)
No outside food by the water was dumb. I understand they need to make restaurant sales but the fact that u can only eat your outside food in your room is dumb. They need better rules around that.

Reviewed on Jun 26, 2026

Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Woodbrook
Price was $881, price is now $710 per person
$710
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
9.2/10 Wonderful! (9 reviews)
Clean and Nice Room, very helpful staff, little noise in the evening due to the proximity of the hotel to the main road.

Reviewed on Mar 7, 2026

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What to do in Diego Martin

Food Experience at Night

Food Experience at Night

$90
per adult
100% of travellers recommend
Food Experience at Night
monument in the middle of a park in Trinidad and Tobago

Half-Day Port of Spain Highlights & Maracas Bay Tour

$80
per adult
96% of travellers recommend
Half-Day Port of Spain Highlights & Maracas Bay Tour
Farmers' Market

Saturday Markets & Brunch Tour

$64
per adult
Saturday Markets & Brunch Tour
See all activities in Diego Martin

Diego Martin Hotel Deals

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
Tony's Guest House

Tony's Guest House

2.5 out of 5
Papnis Dr, Cor Morne Coco Diego Martin Trinidad
$60 nightly
The price is $66 total per night from Jul 5 to Jul 6
$66 total
Jul 5 - Jul 6
Total with taxes and fees
8/10 Very Good! (27 reviews)
"Yes"

Reviewed on Mar 27, 2026

Tony's Guest House
Home away from home .

Home away from home .

Diego Martin Diego Martin Regional Corporation
Get rates
Home away from home .
See all 428 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.

Find the Best Diego Martin Vacation Packages

Diego Martin Essential Information

Language
English
Currency
Trinidad and Tobago dollars
Closest Airport
Piarco Intl. Airport (POS)
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Chaguaramas Military History & Aerospace Museum, Chaguaramas Boardwalk and Chaguaramas Golf Course

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Frequently asked questions

How much does a Diego Martin vacation package cost?
Offering excellent value package deals from $444 on Expedia, you'll be surprised at how little a vacation to Diego Martin costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Diego Martin?
You can generally find lower prices and greater availability in March, May and November. Take a look at our cheap Diego Martin vacation packages and you could land some great off-season discounts.
How many days is enough for Diego Martin?
Typically, a handful of days is enough to visit the main sights during your Diego Martin vacation. But if you'd like to have more time to rest or go on day tours, consider extending your itinerary.
How to find the best Diego Martin package deals?
Finding a cheap Diego Martin package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Diego Martin package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Diego Martin vacation as a package?
You can enjoy significant savings on your next Diego Martin retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Diego Martin?
If you're considering an impromptu Diego Martin adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Diego Martin?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Diego Martin.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to Diego Martin.
  3. Use Expedia's trip planning tool to discover Diego Martin: Research every part of your trip to Diego Martin with this comprehensive planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Consider how long you want to spend discovering Diego Martin. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Diego Martin vacation package.
  6. Book any excursions or activities: Here's the fun part — locking in everything you want to do and see. Browse some of the exciting things to do in Diego Martin and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Diego Martin vacation packages?
Jet off on your perfect escape to Diego Martin with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snag great deals while they last.

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