Trips of a Lifetime

Trips of a Lifetime Trips of a Lifetime connects great people with great places. We take the stress out of planning a trip so you can take a Trip of a Lifetime.

Trips of a Lifetime is a travel planning business which specializes in fabulous, custom vacations. We look at your needs and desires and ensure that your vacation truly is a "Trip of a Lifetime.”

Allison Umbricht is the owner and a travel agent. She knows… Travel – She has enjoyed adventures from Budapest to Benin to the Big Island, and from Madagascar to the Magic Kingdom. She swam with the d

olphins in Cozumel, rode a camel in Morocco, trained on trapeze at Club Med, and sailed a yacht in Mallorca. She’s hiked the Alps, ballooned in Napa, and attended the Cannes film festival. She’s been to an Irish village so small that she when she entered the pub, the whole town greeted her. Tips and TripsAllison puts the fun back into planning, preparing and enjoying vacations! What she knows is always up-to-date. She is the author of The Mom’s Guide to Traveling with Kids and Romantic Weekends in Europe . For close to ten years, she has planned a “Trip of a Lifetime” for hundreds of clients. Kids and Moms – As the mother of precocious Colby, adventurous Amanda, and merry Mason, you bet she knows kids! What’s more, she knows how to keep them happy on a cross-country flight and how to make the most of a day at Disneyland. She helps families navigate airport security, score the perfect accommodations and keep toddlers healthy on long trips. She knows where to take the best family vacations. Girlfriends, Husbands and Extended Family – whether it’s a wedding anniversary trip, a birthday getaway with the girls, or trip to see Grandma in Kansas, Allison knows that time away needs to be special and relaxing and enjoyable. Ready to take that Trip of a lifetime? Click on Vacation Spots Take a Trip and get started now!

12/24/2025
I am so thankful to have experienced barefoot luxury at its finest at in Curaçao with and 4 other amazing travel agent...
12/12/2025

I am so thankful to have experienced barefoot luxury at its finest at in Curaçao with and 4 other amazing travel agents.

Named #1 Resort in the Caribbean by both Condé Nast Traveler and Travel + Leisure, Baoase features private pool villas, excellent servicee and staff, amazing food, the comfiest beach chairs!

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Sunset at Baoase in Curacao!
12/09/2025

Sunset at Baoase in Curacao!

Starting on May 7, 2025, a state-issued driver’s license or ID that is not REAL ID compliant will no longer be accepted ...
04/21/2025

Starting on May 7, 2025, a state-issued driver’s license or ID that is not REAL ID compliant will no longer be accepted as a valid form of identification at airports.

https://www.tsa.gov/travel/security-screening/identification

It is worth double checking!

The TSA Identification Requirements page outlines acceptable forms of ID for travelers at airport security checkpoints.

02/21/2025
Thank you to all of the amazing staff at Oil Nut Bay for a Trip of a Lifetime. This place was Heaven!! Truly a special p...
10/22/2024

Thank you to all of the amazing staff at Oil Nut Bay for a Trip of a Lifetime. This place was Heaven!! Truly a special place, perhaps the most beautiful I’ve been to. Perfect to celebrate 25 years :)

A Trip of a Lifetime visiting Colby in Italy.
02/25/2024

A Trip of a Lifetime visiting Colby in Italy.

If you hadn't noticed by my recent posts...I had the honor and pleasure of both planning and experiencing a trip of a li...
10/06/2023

If you hadn't noticed by my recent posts...
I had the honor and pleasure of both planning and experiencing a trip of a lifetime to Italy with my college friends, a trip that we first started talking about 20 years ago. From Rome to Orvieto to San Casciano Val di Pesa to San Gimignano to Florence to Forte dei Marmi to Lucca to the Chianti region. Cooking, eating, drinking wine, laughing, biking, shopping and relaxing - this was a true gift, a gift to the soul. A trip of a lifetime with friendships of a lifetime. We missed Kate Mateja, Cheryl Swanson and Katy Canepari but you were there in spirit!


PS - If you have a group wanting to go to Tuscany I have the perfect place!

09/30/2023

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Fairfield, CT
06824

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