Four Winds Travel

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​​​Sandals/Beaches Resorts Special Sale

Disney Destinations

Already booked on a Caribbean cruise or island vacation?

Get a look at our offerings for exciting day trips and shore excursions!

Need help with your selection?
Call us.

We are ready to assist you.
1- (781) 435-0137
 or go to our 

​Contact Page To Request Assistance

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The Classic Vacations Difference

With Classic Vacations our goal is simple: to deliver superior customer satisfaction beyond your expectations 

Each Classic employee will do whatever it takes to ensure you are not only satisfied, but delighted with your entire vacation experience.
You will receive:

Negotiated preferential treatment – including best room in category and a “no walk” guarantee.

Access to experiences others can't offer such as private homes, yachts and jets.

​Call us at (781)435-0137 or go to our Contact Page and email us  your request for an upscale vacation destination.


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En Route Travelware

Everything You need For A Your Vacation

Planning a destination wedding or a honeymoon in 2018?

Don't do anything until you visit the Massachusetts Bridal and Wedding  Expo on Wednesday March 28th  at 3:00 PM at Shriners Auditorium, Wilmington, MA.

This will be one of the largest collection  of vendors dedicated to the needs of couples who are planning a wedding in 2018 or later.

​If you want information on wedding venues, caterers, DJ's, live music, tuxedo rentals, transportation or any other wedding specialties, this the place to visit. Free of charge!

The address is:

 99 Fordham Road

Wilmington MA, 018887


Now, while you're there, stop at our booth to meet with the honeymoon experts of Four Winds Travel to learn about the all-inclusive luxury resorts of Sandals and Beaches resorts. Voted the most popular all-inclusive luxury resorts in the Caribbean for 15 years in a row.

​Here is another special event that you should attend:

How would you like a free $250.00 spa credit on your honeymoon?

Tuesday April at 18th at 7:00 PM Four Winds Travel and Sandals Resorts will host a Caribbean Sales Night at:

The Monterosa Club House

159 Main Street

​Stoneham, MA 02180

When you drive into the parking lot of Monterosa look to your left and you will see the club house right there. Park in one of the visitor's parking spaces on the right. Come on in -go to the second floor.

The regional sales manager, Tamara Richard will be there to talk about the different Sandals and Beaches resorts and will offer a special incentive of a $250.00 spa credit in appreciation of your attendance. She also will be able to offer you a romantic dinner for two served by one our butlers if you select one of the special resort promotions, a great opportunity.

You must make a deposit of $400.00 on your resort selection of a Club Level or Butler Level room within two weeks of your attendance.

If you plan to be there but will not be at the bridal show please call us at 781-435-0137 to let us know you are coming so we can plan the refreshments.

Or go to our contact page and send us message that you will be coming on April 11th.