Enterprise Holidays

  • Plan, book, travel with confidence
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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$274 per night from 14 Dec to 15 Dec
S$274
includes taxes & fees
14 Dec - 15 Dec
9/10 Wonderful! (1,005 reviews)
"Centrally located. Amazing pool. Served halal meat/chicken certified by Jamia of Trinidad. Good to place to stay with family. Friendly and helpful staff. I would highly recommend for business or family trip."

Reviewed on 24 Nov,2024

Hyatt Regency Trinidad
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 S$202 per night from 3 Dec to 4 Dec
S$202
includes taxes & fees
3 Dec - 4 Dec
7.8/10 Good! (1,004 reviews)
"Good place to stay. Stayed before but the place could use a uplift"

Reviewed on 15 Nov,2024

Hilton Trinidad & Conference Centre
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 S$233 per night from 8 Dec to 9 Dec
S$233
includes taxes & fees
8 Dec - 9 Dec
9/10 Wonderful! (348 reviews)
"Love Love Love , highly recommend. The room beautiful, food delicious and the staff A1 very good customer service."

Reviewed on 20 Nov,2024

The BRIX, Autograph Collection
See all 332 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 holiday package cost?
Cross off another part of the world with our Enterprise holiday packages, which start from a low . Choose the flights and hotels that suit your travel plans. Then, add on some tours or activities for a memorable escape.
How do I get a cheap travel package to Enterprise?
Find flights that suit your busy schedule, add a hotel room to your booking and watch the savings stack up with an Enterprise holiday package. It’s that simple! From flights and hotels to rental cars and tours, Expedia makes travelling cheaply a cinch. And with over 550 partner airlines and 1,000,000 properties across the globe to choose from, you’ll never be short of choice.
How far in advance should I book my Enterprise holiday?
To land discount prices, book early. Air carriers typically advertise flight tickets, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you’re in need of a last-minute getaway in Enterprise, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Enterprise travel package include?
It comes down to what you’re looking for. If you’re travelling solo, you might decide to combine flights and hotels. Bringing the whole family to Enterprise? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking an Enterprise travel package?
We already have low prices. However, you’ll pick up an even better deal if you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll get transparent pricing and a great range of choice.
Can I choose my airline with an Enterprise Expedia holiday package?
Yes, the choice is all yours. We offer more than 550 airlines globally, so you can design your Enterprise escape according to your needs and budget.
If I'm not able to travel, can I cancel my Enterprise holiday package?
Don’t worry if you’re rethinking your Enterprise holiday package — it’s possible to cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We realise life can throw the occasional spanner in the works, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

* 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.