Enterprise Vacation Packages

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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.

Top Enterprise Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Club, Barbados Resort & Spa Adults Only - All Inclusive

The Club, Barbados Resort & Spa Adults Only - All Inclusive

4 out of 5
Price was CA $4,217, price is now CA $1,868 per person
CA $1,868
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Bridgetown (BGI)
8/10 Very Good! (490 reviews)
We had a wonderful time. The staff was very friendly and accommodating except for not getting our room cleaned a few days. The food was great, entertainment every night, and we loved finishing up our nights dancing at the piano bar.

Reviewed on Apr 12, 2026

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Price was CA $12,529, price is now CA $5,498 per person
CA $5,498
per person
Jun 28 - Jul 5
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Bridgetown (BGI)
8.8/10 Excellent! (39 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

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was CA $8,282, price is now CA $3,836 per person
CA $3,836
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Bridgetown (BGI)
8.8/10 Excellent! (220 reviews)
This place is truly a 5 star, the only thing missing is more fu activities during the day and music should be playing all day and night rather you have a DJ or not. The food was amazing and the staff truly out do themselves. They could communicate more with guest, not very much of that.

Reviewed on Apr 6, 2026

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
Price was CA $6,641, price is now CA $3,469 per person
CA $3,469
per person
Jun 28 - Jul 5
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Bridgetown (BGI)
8.6/10 Excellent! (106 reviews)
Clean and amazing Staff

Reviewed on Dec 31, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Price was CA $5,856, price is now CA $3,066 per person
CA $3,066
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Bridgetown (BGI)
8.4/10 Very Good! (399 reviews)
Beach over all is gorgeous Staff are average some are nice and some were rude 1st night issues with air conditioner leaking caused my son to fall. Food was average

Reviewed on Apr 6, 2026

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 kilometres 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!

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Enterprise Hotel Deals

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
The price is CA $635 per night from May 10 to May 11
CA $635
CA $712 total
May 10 - May 11
includes taxes & fees
7.6/10 Good! (646 reviews)
Our room, deluxe, king, ocean view, with balcony was outstanding! The staff were so welcoming and wonderful! An extremely impressive Resort.

Reviewed on Apr 12, 2026

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
The price is CA $455 per night from Apr 25 to Apr 26
CA $455
CA $568 total
Apr 25 - Apr 26
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
We absolutely loved Barbados—the culture, the people, the food, the stunning beaches, and the ocean were all amazing! Unfortunately, our experience at The Crane Resort was quite disappointing. The Good: - The resort has beautiful grounds. - Most of the staff were friendly and helpful. - We stayed ...

Reviewed on Apr 11, 2026

The Crane Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
The price is CA $426 per night from May 9 to May 10
CA $426
CA $525 total
May 9 - May 10
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
The room was beautiful!! We had a corner room with two balconies, amazing views!! Breakfast was good, however the food at both restaurants for dinner was not the best. We ate out at amazing restaurants in the area, which we highly recommend.

Reviewed on Apr 13, 2026

Hilton Barbados Resort
See all 3,452 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.
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Discover the most popular places to visit in Enterprise

Miami Beach

Miami Beach

4.5/5(51 reviews)

A great beach with tide pools for toddlers and big waves for aspiring surfers. Plenty of sun and sand for everyone else.

Miami Beach

Christ Church Parish Church

4.5/5(15 reviews)

After visiting Christ Church Parish Church, make a plan to see the other sights and activities in Scarborough. Discover the area's beautiful sunsets and seafood restaurants.

Christ Church Parish Church

What to do in Enterprise

Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise

Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise

CA $157
per adult
96% of travellers recommend
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
Atlantis Submarine Day Tour

Atlantis Submarine Day Tour

CA $164
per adult
92% of travellers recommend
Atlantis Submarine Day Tour
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

CA $144
per adult
100% of travellers recommend
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
See all activities in Enterprise

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