Enterprise Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to AU$703 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Enterprise Holiday

Enterprise Essential Information

Language
English
Currency
Trinidad and Tobago dollars
Closest Airport
Piarco Intl. Airport (POS)
Max Temp Winter
27ºC
Max Temp Summer
29ºC

Our pick of the best Enterprise Hotel Deals

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is AU$419 per night from 17 Sept to 18 Sept
AU$419
17 Sept - 18 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Very Very Good Service and Staff"

Reviewed on 20 Aug. 2025

Hyatt Regency Trinidad
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

3 out of 5
No 1 Exposition Drive, Piarco, Trinidad
Fully refundable
The price is AU$245 per night from 2 Sept to 3 Sept
AU$245
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"No complaints"

Reviewed on 17 Aug. 2025

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Fully refundableReserve now, pay when you stay
The price is AU$332 per night from 31 Aug to 1 Sept
AU$332
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"The staff is not prone to client satisfaction. Not rude, but nowhere near pleasant and friendly."

Reviewed on 21 Aug. 2025

Hilton Trinidad & Conference Centre
See all 421 properties in Enterprise
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 an Enterprise holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Enterprise costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Enterprise?
If you're looking to snag a cheap Enterprise holiday package, consider visiting in April, September and October. You'll typically find better rates on accommodation and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Enterprise?
The ideal length of your Enterprise holiday depends on what you'd like to see. Usually, a handful of days to a week will give you time to visit all the major attractions and explore some hidden gems along the way.
How to find the best Enterprise package deals?
Start your search for an Enterprise package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Enterprise package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Enterprise adventure off to a flying start.
Is it cheaper to book an Enterprise holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking hotels and flights individually. Better still, you can tailor your Enterprise trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Enterprise?
Secure amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Enterprise break.
How to plan a trip to Enterprise?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Enterprise.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodation will likely be the largest expense during your trip to Enterprise.
  3. Decide your trip length: Think about how long you'd like to spend exploring Enterprise. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: After you've settled on your travel dates and duration, lock in the right Enterprise holiday package for you.

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