Enterprise Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 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

Find the Best Enterprise Vacation Packages

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 ￥37,483 per night from Nov 21 to Nov 22
￥37,483
￥45,542 total
Nov 21 - Nov 22
includes taxes & fees
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 ￥24,568 per night from Nov 7 to Nov 8
￥24,568
￥29,727 total
Nov 7 - Nov 8
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Hotel was clean and well kept ... staff was very helpfull. I would recommend for couples, solo or family.... convenient for everyone"

Reviewed on Oct 27, 2026

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

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove Piarco Trinidad
The price is ￥11,846 per night from Oct 30 to Oct 31
￥11,846
￥14,512 total
Oct 30 - Oct 31
includes taxes & fees
6.2/10 (1,004 reviews)
"I was supposed to stay for 10 nights . However due to the bad conditions of the room I was assigned I only spent one night . There was no management available at the time of my checkout so I was advised to email them which I did . Until now no respond and no refund for my 9 unused nights. I am very ..."

Reviewed on Oct 26, 2026

Airport Suites Hotel
See all 460 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

Statue in city of Trinidad

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

￥18,041
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

￥8,628
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
Caroni Wetlands Sunset Boat Tour

Caroni Wetlands Sunset Boat Tour

￥10,982
per adult
94% of travellers recommend
Caroni Wetlands Sunset Boat Tour
See all activities in Enterprise

Frequently asked questions

How much does an Enterprise vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Enterprise costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Enterprise?
If you're looking to snag a cheap Enterprise vacation package, consider visiting in April, September and October. You'll typically find better rates on accommodations 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 vacation 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 vacation as a package?
An Expedia vacation 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 vacation 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, favorite 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 accommodations 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 accommodations: After you've settled on your travel dates and duration, lock in the right Enterprise vacation package for you.

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