Diego Martin Vacations from $452

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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.
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $579, price is now $452 per person
$452
per person
Jan 29 - Feb 2
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
9/10 Wonderful! (76 reviews)
Staff greeted me warmly and guided me to my room where I was able to store my luggage for a couple of hours. Room was clean, had wifi, air-conditioning, and hot water. I'm very happy with my stay.

Reviewed on Oct 28, 2025

Port Lodge

Port Lodge

3 out of 5
Price was $957, price is now $717 per person
$717
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
6.8/10 (25 reviews)
Thank you Expedia, I am certain to key into Expedia along my life journey way, this current facility is a set standards high Lodge for travel from Trinidad, The Property is well maintained and The Accomodations Clean, Cleanse and Spacious, Comfortable Bed, with all the General amenities for a visit or stay, Thanks.

Reviewed on Mar 7, 2025

Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $708, price is now $583 per person
$583
per person
Jan 29 - Feb 2
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
6/10 (87 reviews)
Property needs to have proper walkway to staircase to home.

Reviewed on Oct 13, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $910, price is now $768 per person
$768
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
9.2/10 Wonderful! (1,008 reviews)
Food was excellent, service average, rooms ok but had noisy plumbing.

Reviewed on Dec 29, 2025

Regent Star Hotel

Regent Star Hotel

3 out of 5
Price was $2,285, price is now $1,948 per person
$1,948
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
6.8/10 (340 reviews)
Room was ok. Terrible view of the back service area with old luggage sitting on top of crates.

Reviewed on Nov 19, 2025

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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
$145 nightly
The price is $145 total per night from Dec 30 to Dec 31
$145 total
Dec 30 - Dec 31
Total with taxes and fees
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

Mahogany Ridge Trinidad
Tony's Guest House

Tony's Guest House

2.5 out of 5
Papnis Dr, Cor Morne Coco Diego Martin Trinidad
$50 nightly
The price is $55 total per night from Jan 23 to Jan 24
$55 total
Jan 23 - Jan 24, 2026
Total with taxes and fees
8/10 Very Good! (26 reviews)
There is a pharmacy thats near, also restaurants. Its very convenient. Tony is very friendly and helpful always there when you call him. Please dont go looking for the Hilton its a comfy stay with the amenities that you need.

Reviewed on Dec 20, 2025

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

A unique contemporary cabin in the hills of Paramin Trinidad

Unknown Unknown
9.2/10 Wonderful! (8 reviews)
It was a great cabin with an amazing view. If you are looking for a semi-secluded getaway away (it is still fairly close to beaches and the city), this is a great choice. My only gripes are some deferred maintenance issues (not too bad) and that it was advertised as a two bedroom. It is a one bedroom ...

Reviewed on Aug 12, 2025

Get rates
A unique contemporary cabin in the hills of Paramin Trinidad
See all 379 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 $452 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.