Enterprise Holidays

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    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Enterprise Beach Holiday

Get ready to live out your beach fantasies on your upcoming Enterprise holiday. Go on a romantic walk, soak up the sparkling ocean views and pick up pretty seashells during your trip to Enterprise. Only 0.97 kilometres from the city centre, Miami Beach is the place to be for many travellers. Look through our Enterprise holiday packages and watch your travel budget stretch further!

Top hotels in Enterprise

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is €283 per night from 15 Sept to 16 Sept
€283
15 Sept - 16 Sept
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"The property was well kept."

Reviewed on 13 Aug 2025

Hilton Barbados Resort
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

5 out of 5
End of Belair Road, Long Bay, St. Philip
Fully refundableReserve now, pay when you stay
The price is €434 per night from 19 Aug to 20 Aug
€434
19 Aug - 20 Aug
includes taxes & fees
7.6/10 Good! (466 reviews)
"I love the friendly staff, and how attentive the staff is to your needs.The place is very clean,very beautiful.The rooms are clean and cold,the pools are lovely n relaxing. The food and drinks are out of this world.I took my daughter there from 2nd August til the 3rd, and she love it soon much that ..."

Reviewed on 14 Aug 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area, Hastings
The price is €678 per night from 17 Aug to 18 Aug
€678
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The buffet selection, particularly at breakfast, was a bit underwhelming and could benefit from more variety. On the other hand, Umi and the Steakhouse were absolutely amazing, both offered a fine dining experience that truly impressed us. We also appreciated the freedom to explore the local restaurants ..."

Reviewed on 13 Aug 2025

Sugar Bay Barbados - All Inclusive
See all 3,449 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.

Popular places to visit

Oistin's Friday Night Fish Fry

Enjoy a stop at Oistin's Friday Night Fish Fry, an entertaining place to visit in Scarborough. Discover the area's beautiful sunsets and seafood restaurants.

Oistin's Friday Night Fish Fry

Ride The Tide Surf School Barbados

Enjoy a stop at Ride The Tide Surf School Barbados, an entertaining place to visit in Atlantic Shores. Stroll along the beautiful beaches or seek out the surfing spots.

Ride The Tide Surf School Barbados

What to do in Enterprise

Oistins

Experience Coastal Oistins

€26
per adult
Experience Coastal Oistins
Flying Dress Photoshoot in Barbados

Flying Dress Photoshoot in Barbados

€517
per adult
Flying Dress Photoshoot in Barbados
Friday Night Live in Barbados

Friday Night Live in Oistins Private Tour

€267
per adult
Friday Night Live in Oistins Private Tour
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 pleasantly surprised at how much a holiday to Enterprise costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Enterprise?
The off-season is the best time to head to Enterprise if you're hoping to keep costs down. Another tip for scoring cheap Enterprise holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Enterprise?
With a well-organised itinerary, you can easily visit the most popular Enterprise sights in a handful of days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Enterprise holiday for longer.
How to find the best Enterprise package deals?
Use Expedia's filters to find some of the best Enterprise package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Enterprise package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book an Enterprise holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging hotels and flights separately. 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 bundle deals and find out how much you can save.
When to book a holiday package to Enterprise?
If you've got your Enterprise holiday dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Enterprise?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to visit Enterprise.
  2. Budget wisely: Besides the price of your accommodation, you'll need to factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Enterprise.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Enterprise. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, lock in the ideal Enterprise holiday package for you.

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