Diego Martin Vacations from $647

Book a Hotel + Flight or Car together to unlock savings

Photo by Simon Gerald

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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.

The Latest Diego Martin vacation packages

Price found within the past 48 hours. Click for updated prices.
Maracas Bay View

Maracas Bay View

3 out of 5
Price was $790, price is now $647 per person
$647
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
No reviews
2 Bed parking gated modern

2 Bed parking gated modern

2 out of 5
Price was $968, price is now $751 per person
$751
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
No reviews
Everything was great, thank you ! I think the battery in the gate opener msu need replacing.

Reviewed on Oct 29, 2025

Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $901, price is now $730 per person
$730
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
8.8/10 Excellent! (75 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

The Bey

The Bey

3 out of 5
Price was $1,465, price is now $1,208 per person
$1,208
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Port of Spain (POS)
10/10 Exceptional! (1 review)
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Price was $1,481, price is now $1,239 per person
$1,239
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
8.2/10 Very Good! (1,011 reviews)
The best hotel ive ever been.

Reviewed on Nov 6, 2025

Don't see what you're looking for?
See all available trips from Columbus to Diego Martin
View all trips

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
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $145 total per night from Nov 9 to Nov 10
$145 total
Nov 9 - Nov 10
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, & Sierra Leone Rd, Diego Martin, Trinidad
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $55 total per night from Dec 3 to Dec 4
$55 total
Dec 3 - Dec 4
Total with taxes and 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
The Royal Nest Trinidad

The Royal Nest Trinidad

3 out of 5
6 Sinclair Hill, Diego Martin, Diego Martin Regional Corporation
$175 nightly
The price is $191 total per night from Nov 9 to Nov 10
$191 total
Nov 9 - Nov 10
Total with taxes and fees
The Royal Nest 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Diego Martin vacation package cost?
Offering excellent value package deals from $647 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.