Enterprise Vacations

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to ¥45,448 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    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 ¥30,825 per night from Jul 17 to Jul 18
¥30,825
¥37,144 total
Jul 17 - Jul 18
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"All the staff was professional and attentive. Excellent customer service!"

Reviewed on Jun 17, 2025

Hyatt Regency Trinidad
Radisson Hotel Trinidad
Radisson Hotel Trinidad
4 out of 5
Wrightson Road, Port of Spain, Trinidad
Fully refundable
The price is ¥20,489 per night from Jun 28 to Jun 29
¥20,489
¥24,792 total
Jun 28 - Jun 29
includes taxes & fees
7/10 Good! (854 reviews)
"While the hotel itself was clean, well maintained and staffed by gracious and professional people, the hotel is located in an industrial type harbor side location, with office buildings on the inland side. Not conducive to walking around. Our room was newly renovated on the 12th floor, and was quite ..."

Reviewed on Jun 18, 2025

Radisson Hotel Trinidad
The BRIX, Autograph Collection
The BRIX, Autograph Collection
4.5 out of 5
2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is ¥25,953 per night from Jul 6 to Jul 7
¥25,953
¥31,144 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (448 reviews)
"My overall rating was excellent and would come again."

Reviewed on Jun 17, 2025

The BRIX, Autograph Collection
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 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.