Enterprise Vacations from ￥259,978
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Enterprise Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sugar Cane Club Hotel And Spa - Adults Only
Price was ￥286,107, price is now ￥259,978 per person
￥259,978
per person
Mar 1 - Mar 2
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Bridgetown (BGI)
9/10 Wonderful! (267 reviews)
Lovely hotel, excellent staff, good swimming pool, good breakfast
Reviewed on Dec 27, 2025
Saint Peter's Bay
Price was ￥338,876, price is now ￥310,490 per person
￥310,490
per person
Mar 1 - Mar 2
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Bridgetown (BGI)
9.4/10 Exceptional! (126 reviews)
Excellent resort! They provide you umbrellas, beach lounge chairs, and paddle boards. Grocery store in town was only 15 mins walk away.
Reviewed on Dec 11, 2025
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Price was ￥314,498, price is now ￥291,206 per person
￥291,206
per person
Mar 1 - Mar 2
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Bridgetown (BGI)
7.8/10 Good! (532 reviews)
There was not much dining options. The buffet was small. The one restaurant that you had to make reservations for had good food. The swim up bar is at the kids pool which makes no sense and the beach was in shambles and not sortable for swimming
Reviewed on Jan 8, 2026
Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Price was ￥432,207, price is now ￥401,421 per person
￥401,421
per person
Mar 1 - Mar 2
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Bridgetown (BGI)
9/10 Wonderful! (36 reviews)
The staff was exceptionally friendly and professional. Location is great if you want peace and quiet; it’s not near too many other resorts. There are clubs nearby, outdoor which allows you to enjoy the outdoor air and environment. You have to take a taxi to go from the resort to downtown or walk maybe quarter a mile to bus transportation, which was easy to use.
Reviewed on Sep 15, 2025
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 0.97 kilometers 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 Hotel Deals
The Crane Resort
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
The price is ￥83,847 per night from Jan 21 to Jan 22
￥83,847
￥104,436 total
Jan 21 - Jan 22
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
The amenities were awesome truly felt like a little village and came to life throughout the day. I got handmade jewelry from a local vendor and enjoyed stays by the beach beds. There was a cute beach bar/grill where we got good drinks and headed to a beach bed. We also had a pool room so would start ...
Reviewed on Jan 13, 2026
Hilton Barbados Resort
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
The price is ￥74,665 per night from Feb 4 to Feb 5
￥74,665
￥91,131 total
Feb 4 - Feb 5
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
We have been staying here for many years. Food very good especially at the Grille restaurant, but service is slow. Wonderful staff!
Reviewed on Jan 13, 2026
South Point Hotel
100 Ocean Way, Silver Sands Oistins Christ Church
Fully refundableReserve now, pay when you stay
The price is ￥43,886 per night from Feb 10 to Feb 11
￥43,886
￥54,666 total
Feb 10 - Feb 11
includes taxes & fees
9/10 Wonderful! (112 reviews)
The staff was wonderful. We arrived at 11:00 pm. Our flight came in late and we still were served with a rum punch (the bar was already closed). Our reception girl was awesome! We came with friends and the hotel managed to get our rooms together. The property is landscaped nicely. The onsite restaurant ...
Reviewed on Jan 12, 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.
What to do in Enterprise
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
￥15,657
per adult
100% of travellers recommend
Barbados -Luxury Cruise with Lunch and Open Bar By Oceanluxx
￥19,571
per adult
100% of travellers recommend
Barbados Glass Bottom Boat Cruise and Snorkeling
￥6,263
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
