Deals on vacations and trips to Enterprise

Save when you book Enterprise package deals

Choose two or more items and save on your trip:

Enterprise flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Crane Resort

The Crane Resort

4.5 out of 5
Save 100% on your flight
Price was $1,948, price is now $1,222 per person
$1,222
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Bridgetown (BGI)
A full-service spa, 5 restaurants, and 5 outdoor pools are all featured at this luxury resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
The Club, Barbados Resort & Spa Adults Only - All Inclusive

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

4 out of 5
Price was $3,271, price is now $1,483 per person
$1,483
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Bridgetown (BGI)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this all-inclusive property. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
Cobblers Cove - Barbados

Cobblers Cove - Barbados

5 out of 5
Save 100% on your flight
Price was $3,208, price is now $1,824 per person
$1,824
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Bridgetown (BGI)
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the gym and free perks like full breakfast and free self parking.
Saint Peter's Bay

Saint Peter's Bay

5 out of 5
Save 100% on your flight
Price was $2,914, price is now $1,786 per person
$1,786
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Bridgetown (BGI)
This smoke-free resort features 2 outdoor pools, a gym, and a restaurant. Relax with free beach cabanas, sun loungers, and beach umbrellas. Families will appreciate the onsite laundry facilities and in-room childcare.
Wild Cane Ridge 2 by Island Villas

Wild Cane Ridge 2 by Island Villas

4.5 out of 5
Save 100% on your flight
Price was $8,969, price is now $5,569 per person
$5,569
per person
Aug 5 - Aug 10
found 16 hours ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
This smoke-free villa's golf course and 2 outdoor tennis courts are some of the highlights. Enjoy the outdoor pool and perks like free self parking and free WiFi. A terrace, a garden, and laundry facilities are also on offer.

Top Enterprise hotels 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
Free Cancellation
Reserve now, pay when you stay
$492 nightly
The price is $550 total per night
$550 total
Jul 1 - Jul 2
Total with taxes and fees
This property features 3 restaurants, 6 outdoor pools, and a 24-hour gym. Take the free beach shuttle and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and a beach shuttle.
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Free Cancellation
Reserve now, pay when you stay
$329 nightly
The price is $368 total per night
$368 total
Jun 27 - Jun 28
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Families will appreciate the children's pool, kid-friendly dining, and in-room childcare.
The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Free Cancellation
Reserve now, pay when you stay
$346 nightly
The price is $392 total per night
$392 total
Jun 25 - Jun 26
Total with taxes and fees
A full-service spa, 5 restaurants, and 5 outdoor pools are all featured at this luxury resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
The Crane Resort Diamond Valley
Free Cancellation
$158 nightly
The price is $182 total per night
$182 total
Jul 5 - Jul 6
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor tennis courts are all featured at this luxury resort. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and snack bar/deli.
Divi Southwinds Beach Resort

Divi Southwinds Beach Resort

3 out of 5
St Lawrence Main Road St. Lawrence Gap Christ Church
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $202 total per night
$202 total
Jun 25 - Jun 26
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.
Pool
Spa
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area Hastings
$753 nightly
The price is $833 total per night
$833 total
Jun 26 - Jun 27
Total with taxes and fees
A full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. There's fun for all ages with a free kid's club and a playground, and babysitting is an added bonus. Relax with a drink at one of the 5 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
Don't see what you're looking for?
See all available properties in Enterprise
View all properties
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

Miami Beach

Miami Beach

4.5/5(131 reviews)

Nothing says vacation like spending a lazy day at Miami Beach, a popular beach in Oistins. While you're here, you can savor the top-notch restaurants.

Miami Beach

Oistin's Friday Night Fish Fry

4.5/5(188 reviews)

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

Oistin's Friday Night Fish Fry

Christ Church Parish Church

4.5/5(46 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

Frequently asked questions

How much are vacation packages to Enterprise?
$1,222 is all you'll need for a memorable escape in Enterprise. Bundle your flights and hotel into a Travelocity package and watch the savings start to add up. With these kinds of prices, traveling has never been so accessible.
Where can I get the best vacation package deals for Enterprise?
Travelocity is the only place you need to go to score an awesome Enterprise package deal. Select from as many as 400 partner airlines and 1,000,000 properties across the globe and put together a travel itinerary that's suited to you. With so many options, you'll have plenty of inspiration for your next big adventure.
Why should I book my Enterprise vacation package with Travelocity?
By booking your flights, hotel, car rental and activities altogether, you'll save both time and money. We have a professional customer service support team available round-the-clock, and you'll know that you'll always score the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book that dream vacation today and get packing!
Will I save money on my Enterprise car rental if I bundle it with hotels and flights?
You can with our Enterprise vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings start to add up. With your own ride, all the landmarks in and around Enterprise are an unforgettable road trip away.

Photos of local treasures

Browse Enterprise vacation photos for more inspiration