Luxury Vacation Experts

Peppy’s Amazing Vacations is New York’s luxury vacation leader.

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CHICAGOLAND’S FAVORITE TRAVEL AGENCY

At Travel Travel, we’ve been proudly serving the Chicagoland area since 1985!

Whether you’re looking for a tour of Europe, a cruise to Alaska, a romantic honeymoon or a fun-filled family vacation, our team of seasoned travel experts have the connections to make it happen for you.

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Tours

Cruises

River Cruises

Honeymoons

Disney

Destination Weddings

FEATURED DESTINATION:

Royal Caribbean Cruises

If you’re looking for the ultimate vacation at sea, Royal Caribbean has you covered. With some of the most exciting activities at sea, there is truly something for everyone.

Contact Us about a Royal Caribbean Cruise

Spotlight Vacations

Our team are specialists in a number of destinations or types of vacations. Below are just a few of the vacations we specialize in.

Italy

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Africa

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I planned a surprise trip for Lois for her birthday which was awesome. Thanks to Peppy's Amazing Vacations I was a superman in her eyes! Way to go!

Clark Kent and Lois Lane, New York, NY
Peppy's really rocks! They are the best agency in the world. I gave them ideas and they hit me with their best shot, and it was a homerun.

Patricia Benetar, Los Angeles, CA
The staff at Peppy's made us feel like superstars. It was amazing. Red carpet service all the way.

Brad and Angelina Pitt, Malibu, CA

Travel Travel’s Happy Clients

I planned a surprise trip for Lois for her birthday which was awesome. Thanks to Peppy's Amazing Vacations I was a superman in her eyes! Way to go!

Clark Kent and Lois Lane, New York, NY
Peppy's really rocks! They are the best agency in the world. I gave them ideas and they hit me with their best shot, and it was a homerun.

Patricia Benetar, Los Angeles, CA
The staff at Peppy's made us feel like superstars. It was amazing. Red carpet service all the way.

Brad and Angelina Pitt, Malibu, CA