North American Vacations

From iconic landmarks to tropical escapes

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times square, New York at with lights on - Cadillac Travel
Golden gate bridge with clear blue sky - Cadillac Travel
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North America Travel Experts

Discover the diversity of North American vacations with Cadillac Travel. From the natural wonders of the Grand Canyon to the bustling cities of New York and Toronto, our North American travel experiences cater to every type of traveler.

Embark on a luxury American cruise or explore the charm of quaint coastal towns or the sunny carefree vibes of the Florida Keys with expertly curated itineraries.

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Caribbean Vacation Specialists Based in Detroit

Escape to paradise with Cadillac Travel’s Caribbean vacations.

Whether you’re relaxing on the pristine beaches of Aruba, enjoying a luxury Caribbean cruise, or diving into vibrant coral reefs, the Caribbean offers endless opportunities for adventure and relaxation.

Indulge in Caribbean experiences that combine luxury accommodations with breathtaking scenery and rich cultural traditions.

Popular Caribbean destinations include:

  • Aruba: Known for its white sandy beaches and crystal-clear waters.
  • Jamaica: Experience vibrant culture, reggae music, and lush landscapes.
  • Bahamas: Relax in world-class resorts and explore stunning marine life.
  • Barbados: Enjoy its rich history, tropical beaches, and warm hospitality.
  • St. Lucia: Discover volcanic beaches, luxury resorts, and scenic mountain views.

Serving travelers from Detroit, Michigan and beyond, Cadillac Travel specializes in crafting unforgettable journeys across Canada, the USA, and the Caribbean. Let us handle every detail so you can fully enjoy the magic of these remarkable destinations.

Contact us today to start planning your ultimate North American and Caribbean getaway.

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    Our Happy Travelers

    My wife and I wanted the trip of a lifetime, and Sheila O’Connor made it happen!

    It was my first time to Europe, and I couldn’t have asked for a better itinerary. My wife and I weren’t familiar with the cities or where to stay, and Sheila gave amazing recommendations.

    Not to mention all of the personal touches that Sheila surprised us with like complimentary champagne and even a Game of Thrones-themed puzzle. We can’t wait to plan our next vacation with Sheila!

    Philip Grundner

    Europe

    I thought I was an expert at making online flight reservations until I was trying to make flight reservations for out of state relatives to fly to another out of state location for a family wedding. It was frustrating.

    So then I called Cadillac Travel. They arranged them quickly and saved me money. They even got everyone seated together

    Jim Wolfe/Weir Manuel Real Estate

    I switched to Cadillac Travel for my latest African journey. Thank you for your diligent work to get me the best price. Cadillac saved me over $2000.00 on airfare alone.

    Thanks for communicating clearly and effectively and especially in a timely manner. Cadillac always got back to me and was cognizant of my concern for safety and budget. Thank you!

    Diane Urquhart/Structural Bodywork

    Africa

    Sandpiper was great!!!!! My kids had a blast!!

    It took us a good day to get used to the place and figure everything out from the restaurants to the kids club but once we got the lay of the land we really enjoyed it. Our only critique for your future clients would be the restaurant selection.

    The buffet was great and always had a good selection, but it is close before lunch and dinner. The other restaurant option has a very limited menu and almost nothing for kids. Other than that we really loved it! Our kids cried when we were leaving because they had so much fun and didn’t want to go home. Thanks for a great recommendation!

    Stephanie Anderson

    Sandpiper

    Words can’t describe how amazing our honeymoon was, it was Perfect!.weather was 90 and sunny every day!!. Everything went smooth from the flights to the ferries, to everything, we loved Athens, we loved Crete, and we loved Santorini and Mykonos.

    The food was just great everywhere, very authentic very ” home-cooked ” everywhere we went. Our hotels were amazing, especially in Crete at the Ellounda Blu. Thank you, Sheila… you are my travel agent for life. Thank you for all you and Cadillac Travel did.

    Ivan and Melissa

    Greece

    Cadillac Travel handled all of the Michigan Jewish Sports Foundation air travel and ground transportation for the Hank Greenberg Golf Invitational magnificently!

    Everything ran on time, and there were no issues. Even when itineraries need to be changed, David Fishman and Leslye Nelson were able to handle all of the changes without any problems

    Sari Cicurel, Michigan Jewish Sports Foundation Executive Director

    Hank Greenberg Golf Invitational

    Everything on the trip was so great, and we wouldn’t have had such a good time without your excellent help!! It was so helpful to have all of the transfers set up, rental car waiting for us, etc.

    Otherwise, we would’ve wasted so much time trying to figure out what to do. I cannot imagine going to Greece without all of your help. Again, thank you so, so much for your help. We would not have had such a great and smooth trip without your help.

    Julie Warwick and Ryan Hand

    Greece

    The resort was amazing room was awesome.

    Had a really great time, all the food was delicious. Best resort I’ve been on, I’ve been telling all my friends and family about it.

    The section we were in was brand new, only two weeks old. Everything was very modern and stylish. And the weather was perfect the whole time.

    Jenny Johnson

    Sheila was more than amazing! We got married in Cancun at a family resort.

    Sheila suggested we go to another resort as a mini-honeymoon. She recommend the resort, and we LOVED it!! She took the time and listened to what we were looking for in a resort and chose the resort and the type of suite.

    We are working with her for our next trip and have recommended her to our family and friends! Thanks again, Sheila and Cadillac Travel!!!

    John Smith

    Mexico

    Sheila handled everything for us from air travel to hotels to transfers to rail passes and everything in between.

    It was so comforting knowing she was there if we needed anything.
    Very professional. It made for a very fun, stress-free vacation. Grazie!

    Mary Jane Merryweather

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