Diane Donovan
Pittsfield, MA Travel Agent
Shared Suitcase Travel, an independent agent with WorldVia, a Travel Leaders Agency
5.0
(3)
100% Recommended
Diane went above and beyond!! She set up our trip with such attention to details. All the tours were guided to our families specific needs. The... Read More >
Areas of expertise
Destinations:
Aruba, Bermuda, Massachusetts, Manuel Antonio, ItalyInterests:
All Inclusive, Beach Vacations, Family Vacations, Honeymoons, Gluten-FreeSuppliers:
Iberostar, Norwegian Cruise Line, Sandals and Beaches Resorts, Small Luxury Hotels, Royal CaribbeanAbout Me
Concierge Travel Advisor for Families & Couples
Travel is such an important part of my world. It nurtures mental health, builds empathy, and reminds us just how big and beautiful life can be.
At Shared Suitcase Travel, I design custom trips that blend food, culture, and fun. Whether it’s a coastal New England escape, train travel through Europe, zip-lining in Costa Rica, or sun-soaked adventures in Aruba, every itinerary is thoughtfully curated around how you want to feel while traveling.
For busy moms, overextended women, and anyone with 12 tabs open and still no idea which resort to choose; that’s where I step in. From our very first conversation until you arrive home, I handle the details so you can truly relax. Your kids are entertained. You feel taken care of. And your dream trip becomes your reality.
Areas of expertise
Destinations:
Aruba, Bermuda, Massachusetts, Manuel Antonio, ItalyInterests:
All Inclusive, Beach Vacations, Family Vacations, Honeymoons, Gluten-FreeSuppliers:
Iberostar, Norwegian Cruise Line, Sandals and Beaches Resorts, Small Luxury Hotels, Royal CaribbeanMy Travel Specialties
Costa Rica specialist
▶Costa Rica specialist
Dreaming of a vacation that feels like an adventure and a break? Let me introduce you to one of my favorite destinations to plan, Costa Rica, where the jungle meets the ocean, the food is fresh, and the pace of life slows way down .
As a travel advisor who special...Read More ▶
All things Family Travel in New England
▶All things Family Travel in New England
Hi, I’m Diane, your go-to travel concierge for New England getaways that blend charm, comfort, and core memories. I help busy parents who are juggling it all. You are the people I want to help and why I founded Shared Suitcase Travel. I specialize in finding the right place and connecting all th...Read More ▶
Bermuda is a must see
▶Bermuda is a must see
I specialize in thoughtfully curated travel to Bermuda, an island that feels both beautifully British and warmly welcoming, and one that holds a special place in my heart.
Just a short non-stop flight (or cruise) from the Northeast, Bermuda feels both comfortably close and...Read More ▶
Caribbean and Mexico Concierge Advisor
▶Caribbean and Mexico Concierge Advisor
I specialize in Mexico and the Caribbean, planning thoughtful escapes for families, couples, and travelers who want more than a quick booking. My clients often come to me with a general idea such as clear water, beautiful beaches, warm weather, or a much needed break, and my role...Read More ▶
Honeymoons and Girls Getaways
▶Honeymoons and Girls Getaways
I specialize in planning trips that feel personal, thoughtful, and worthy of the reason you are traveling in the first place. Whether it is a honeymoon, a girls trip, an anniversary, or simply time away with people you love, I believe the right trip should reflect your energy, yo...Read More ▶
REVIEWS
Rating: 5.0
3 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 3 reviews
Amazing Trip!!
Reviewed By Adrienne - Massachusetts | Traveled to Costa Rica | Central America
Diane went above and beyond!! She set up our trip with such attention to details. All the tours were guided to our families specific needs. The guides were all on time and professional and accommodating. We got a good mix of Costa Rican culture, interactive things for the kids, wild life, and relaxation. Our child had some last minute medical stuff come up and Diane helped with each step of the way! Highly recommend Diane and her services to anyone looking to book a memorable stress free trip!
✓ I would recommend this agent to my family and friends.
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Can’t wait to continue our Costa Rican adventure
Reviewed By Bostonmom - Boston ma | Traveled to Costa Rica | Central America
Had an adventure filled trip to Costa Rica spanning two areas. Accommodations, transportation, and activities were perfection. Our family can’t wait to go back and explore more areas.
✓ I would recommend this agent to my family and friends.
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Amazing trip, thank you!
Reviewed By KASNY - Huntington, NY | Traveled to Costa Rica | Central America
Diane was truly wonderful to work with. I was very overwhelmed planning a trip to Costa Rica and really went back and forth with where to go and what to do. Diane was incredibly patient with discussing the options and helping plan adventures that were right for my family. Every tour we did was amazing and it was a really special trip that hit everything we had hoped for, can't thank you enough!
Diane Donovan responded
"It was such a pleasure working with you and your family! Thank you for the kind words!"
✓ I would recommend this agent to my family and friends.
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Certifications & Awards
Puerto Rico Travel Specialist
My Places
When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.