Enterprise Vacations from $911
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Your Enterprise Vacation
Lock in a Enterprise vacation package and get ready to experience the best of this lively city. Consider staying in the neighborhood of Foul Bay, which is great for coastal beaches, watersports and nature. Fill your days with tours of Miami Beach, Oistins Friday Night Fish Fry and Christ Church Parish Church, some of the top attractions you shouldn't miss during a trip to Enterprise. Don't delay your visit to this destination any longer. The perfect Enterprise vacation is just a few clicks away with Expedia.
The Latest Enterprise vacation packages
Price found within the past 48 hours. Click for updated prices.
What to do in Enterprise
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
$105
per adult
100% of travellers recommend
Harrison's Cave Tour & Monkey Zipline, Barbados
$135
per adult
90% of travellers recommend
Enterprise Hotel Deals
Hilton Grand Vacations Club The Crane Barbados
The Crane Resort Diamond Valley
Fully refundableReserve now, pay when you stay
$177 nightly
$202 total
Sep 13 - Sep 14
Total with taxes and fees
Hilton Barbados Resort
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
$225 nightly
$272 total
Sep 30 - Oct 1
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Everything was beyond perfect this is our second time staying here .night recommended"
Reviewed on Sep 11, 2026
The Crane Resort
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
$363 nightly
$409 total
Oct 13 - Oct 14
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"Great room with a view"
Reviewed on Sep 11, 2026
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.
Find the Best Enterprise Vacation Packages
Enterprise Beach Vacation
Get ready to live out your beach fantasies on your upcoming Enterprise vacation. Go on a romantic walk, soak up the sparkling ocean views and pick up pretty seashells during your trip to Enterprise. Only 0.6 miles (0.9 km) from the city center, Miami Beach is the place to be for many travelers. Look through our Enterprise vacation packages and watch your travel budget stretch further!
Enterprise Essential Information
Language | English |
|---|---|
Currency | Barbadian dollars |
Closest Airport | Grantley Adams Intl. Airport (BGI) |
Top Sights | Miami Beach, Oistins Friday Night Fish Fry and Christ Church Parish Church |
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Frequently asked questions
How much does an Enterprise vacation package cost?
Offering excellent value package deals from $911 on Expedia, you'll be pleasantly surprised at how much a vacation to Enterprise costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Enterprise?
You're likely to find lower rates and greater availability in September, October and December. Check out our cheap Enterprise vacation packages and you could get some great off-season discounts.
How many days is enough for Enterprise?
Typically, a handful of days is enough to see the top attractions during your Enterprise vacation. But if you'd like to have time to chill out or go on day trips, consider extending your itinerary.
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 vacation package well in advance.
Is it cheaper to book an Enterprise vacation as a package?
An Expedia vacation 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 vacation package to Enterprise?
If you've got your Enterprise vacation 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?
- Pick your travel dates: The things you'd like to do in Enterprise and your preferred season will help you decide when to travel.
- Plan your budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Enterprise.
- Use our trip planning tool to discover Enterprise: Research every part of your trip to Enterprise with this comprehensive planner. Invite your family and friends to collaborate on a group trip, search for hotels or things to do and make bookings.
- Decide how long to go for: Now that you know more about Enterprise, you can work out the perfect length of your vacation. Create a draft plan and allocate enough time to cover everything you want to see.
- Combine your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the perfect Enterprise vacation package for you.
- Book any activities or excursions: Now to the fun part — organizing everything you want to see and do. Explore some of the top things to do in Enterprise and book your tickets early to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Enterprise vacation packages?
Your Enterprise break is meant to be a relaxing escape from your busy life, not a source of money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
