Enterprise Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Top hotels in Enterprise

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 S$368 per night from 13 Aug to 14 Aug
S$368
13 Aug - 14 Aug
includes taxes & fees
9.2/10 Wonderful! (1,049 reviews)
"Place needs more maintenance, drain in the tube was clogged"

Reviewed on 14 Jul, 2026

Hyatt Regency Trinidad
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair Port of Spain Trinidad
The price is S$214 per night from 8 Aug to 9 Aug
S$214
8 Aug - 9 Aug
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"The staff were very helpful and well mannered, right down to the security at the car park. The meals were excellent. Rooms a tad on the smaller side, however cosy."

Reviewed on 14 Jul, 2026

Kapok Hotel
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 S$214 per night from 8 Aug to 9 Aug
S$214
8 Aug - 9 Aug
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Room was spacious. Very quiet and safe. Very close to airport. Very delicious breakfast. Staff very hospitable. Close to Trincity mall for shopping if needed."

Reviewed on 16 Jul, 2026

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
See all 469 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.

What to do in Enterprise

Caroni Wetlands Sunset Boat Tour

Caroni Wetlands Sunset Boat Tour

S$90
per adult
94% of travellers recommend
Caroni Wetlands Sunset Boat Tour
Statue in city of Trinidad

Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary

S$149
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
Food Experience at Night

Food Experience at Night

S$116
per adult
100% of travellers recommend
Food Experience at Night
See all activities in Enterprise

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.