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Creating Memorable Events that Last a Lifetime
Mission
Mission
To create seamless, joyful travel experiences for couples, families, and groups—bringing people together for the moments that matter most.
Focus on connection over chaos, clarity over confusion, and travel that celebrates love, family, and life’s milestones. Whether it’s a wedding, reunion, or group adventure, I believe in planning with purpose—so you can be present for every unforgettable moment.
Together, we’ll celebrate life’s biggest moments and leave lasting footprints in the sand.
Meet Tracy
Meet Tracy
Hi! I’m Tracy Sheehan, a Destination Wedding and Group Travel Specialist based in a small town just south of Boston, Massachusetts. I’ve been married to Bob for over 20 years and am a proud mom to two (now grown) sons—Brady and Cooper. Our golden retriever, Maximillion (aka Max), rounds out the family and is always up for an adventure. Family and travel are everything to me.
For most of my professional life, I worked in tech leadership, leading customer advocacy teams and building meaningful relationships with clients across the globe. I loved the connection, the strategy, and the impact—but several years ago, my path shifted. After being diagnosed with cancer, my outlook on life began to change.
Two years ago, I finally followed that calling—leaving corporate life behind to build a business rooted in joy, connection, and once-in-a-lifetime experiences. Today, I help couples, families, and groups create unforgettable travel moments—whether it’s a dream destination wedding, a milestone anniversary, or a reunion that brings generations together.
And because I believe life should be filled with joy wherever possible, I spend my free time walking dogs (yes, really—it’s my favorite way to relax), spending time with my family, and soaking up every chance to be outside.
Helping others celebrate life’s biggest moments isn’t just my job—it’s my passion. And nothing brings me more happiness than seeing your photos after the wedding and knowing I played a small part in your story.
A Few Personal Favorites
A Few Personal Favorites
What do Tracy's Clients Say?
What do Tracy's Clients Say?
“Everything Tracy did for us was amazing. She made everything 100x easier and smoother for me. She was very responsive and fast with every question and concern myself or my family and friends had. She never let me miss any detail—and with all that, I thank you.”
"When you don’t say “no” fast enough, you end up planning a trip for 27 family members. Thankfully, my sister and I found Tracy Sheehan at Celebration Travel, who turned what could have been chaos into an amazing family reunion and Thanksgiving."
If you’re planning any trip—especially a large or complex one—I cannot recommend Tracy Sheehan at Celebration Travel highly enough. Working with her was a great experience, and we will absolutely use her again.
“We had the privilege of working with Tracy on our Cabo wedding, and honestly, it was the most amazing process I could have expected. Tracy guided me through everything and answered every question or concern I had. She not only helped my hubby and me with our travel but also assisted our families—everyone was so grateful. She was there through the whole process and even gave us awesome ideas for Cabo after the wedding. It was an AMAZING experience, and I couldn’t be more grateful.”
“Tracy is the most patient, kind person who helped us with our destination wedding in Fiji at Namale. The best experience of a lifetime and a wedding planner who is detail-oriented and very responsive!! Looking forward to future travels with Tracy and her skilled planning that makes everything so seamless and stress-free!! Love, love working with this lady.”
We used DW to help plan our Punta Cana wedding and Tracy Sheehan was our travel specialist. I cannot say enough positive things about our experience. She bent over backwards for us and was such a calming presence during what’s typically a very stressful time. She was highly responsive, professional, and just so kind. There wasn’t anything she wasn’t willing to do or help with and I am forever grateful for her and her services! I highly recommend requesting that she be your travel specialist!!
The Top Destinations booked by Tracy
The Top Destinations booked by Tracy
🌴 Punta Cana, Dominican Republic ☀️ Cancun & Riviera Maya, Mexico 🏝️ Montego Bay, Jamaica
What Is the Cost for Your Services, and What Can I Expect?
What Is the Cost for Your Services, and What Can I Expect?
First, and most importantly, my services are completely free to you! I'm an open book and love to talk about how I work, so ask anytime. Second, I’m so excited to work with you. I’ve spent my entire adult life working closely with customers, and what I truly love most is building relationships and making a difference in people’s lives.
Couples beginning their life together are my primary clients, and I am honored to be part of planning a future filled with joy, love, and unforgettable memories. You can trust me to be your partner as you plan the event of a lifetime!
I’m also passionate about helping families plan milestone vacations—because I know firsthand how special those moments can be. Whether it’s a group getaway or a once-in-a-lifetime family trip, I’m here to guide you every step of the way.
You can feel confident knowing that you’re in great hands. The relationships I’ve built extend to trusted resort teams, business development managers, and travel partners who act as my extended team in helping make your dream trip a reality.
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