Enterprise Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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 AEDĀ 863 per night from Aug 10 to Aug 11
AEDĀ 863
AEDĀ 1,049 total
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,049 reviews)
"Place needs more maintenance, drain in the tube was clogged"

Reviewed on 14 July 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 AEDĀ 490 per night from Aug 1 to Aug 2
AEDĀ 490
AEDĀ 609 total
1 Aug - 2 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Good location. Nice breakfast. Pool and working gym. Best for me."

Reviewed on 17 July 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 AEDĀ 504 per night from Aug 2 to Aug 3
AEDĀ 504
AEDĀ 610 total
2 Aug - 3 Aug
includes taxes & fees
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
See all 465 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.

Frequently asked questions

How much does an Enterprise vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much 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'd like to snag a cheap Enterprise vacation package, consider visiting in April, September and October. You're likely to find lower prices on flights and accommodations during these quieter months ā€” ideal for a budget-friendly break.
How to find the best Enterprise package deals?
Bagging a cheap Enterprise package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Enterprise package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book an Enterprise vacation as a package?
You can enjoy significant savings on your Enterprise getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Enterprise?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Enterprise getaway.
How to plan a trip to Enterprise?

  1. Choose when to get away: Check your calendar and pack your bags. Your favorite season and the available activities will also help you decide when to escape to Enterprise.
  2. Plan your budget wisely: As well as the price of your stay, you should consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Enterprise.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to experience in Enterprise. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Enterprise vacation package.