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Sassy Suitcase Society
Welcome to **Sassy Suitcase Society**—where adventure meets a dash of sass and every journey is an experience!
If your idea of travel includes *quirky, fun destinations, immersive archaeological wonders, ancient ruins, and unique excursions waiting to be explored, then you’ve found your people! We blend relaxation with exploration, providing you with a perfect mix of culture, storytelling, and discovery. From unraveling lost civilizations to indulging in the best local cuisine, your suitcase won’t just be packed with souvenirs—it’ll be overflowing with memories.
But what makes **Sassy Suitcase Society** truly special? It’s the perks and personal touches that make every traveler feel valued:
- Exclusive perk packages designed specifically for you and your specific adventure.
- Pre-trip dinner or online meet-up to connect, answer questions, and build excitement before we take off.
- Sassy Suitcase Impact initiative, where every trip gives back to a local community, focusing on child safety and education, because we believe travel should leave a positive impact.
- Travel Story written by Ann Jagger for trips she hosts or is hired to join. It's a souvenir you can't buy anywhere!
So, are you ready to explore, relax, and make a difference while having the time of your life? Join Sassy Suitcase Society, where your passport unlocks not just new destinations, but new friendships, laughter, and meaningful experiences.
Let’s turn wanderlust into an unforgettable adventure! See where we're headed next?
London & Surrounding Areas - april 20-28, 2026
Open to all travelers over 18. This trip is available for sign-up now. We have three spots left, so click the button below and I'll send you details. It's a fun bunch of people who want to experience London and the surrounding areas, possibly dancing a time or two if the feeling strikes! Dancing is optional.
maine - August 2026
55 AND UP, LADIES ONLY TRIP! Put your name on the contact list now. I'll reach out when I have trip dates, prices, and information to post.
scotland: september 9-19, 2026
Small Group. Private Coach trip. Limited seats available. Click below for details. Only 10 seats left.
tucson festival of books, kitt observatory, and Desert Botanical Garden -- March 9-16, 2027
Spend a night in Phoenix, Arizona and the next day at the Desert Botanical Garden. Then travel by private coach to Tucson where you immerse yourself in books and authors for two days in one of the largest literary celebrations in the country, The Tucson Festival of Books. That's not all. Enjoy a breathtaking evening at Kitt Peak National Observatory and experience their unforgettable Nighttime Program. Then round out this trip by adding one or more excursions that pique your interest. Click on the button below to be notified when more details are available.
ST. LUCIA (Caribbean) - july 17-25, 2027
Lindsay Hemingway has designed a fabulous experience in St. Lucia. It's a Group/Not Group trip. There is an Adults Only area and a Family Friendly area to this adventure. So, no matter your situation, this trip can be enjoyed by all. Great for travel with friends, family reunions, gal or guy trips, groups, couples, or single travelers, or non-profit fundraisers. Put your name on the contact list now. Check out these links: St. Lucia, Coconut Bay Beach Resort, Group/Not Group
Ladies Only Florida Keys Getaway (55+) -- november 2027
Relax. Connect. Explore. This is your tropical escape.
Join a small group of like‑minded women for a sun‑soaked journey through the Florida Keys — from the boutique charm of Islamorada to the peaceful beauty of Marathon and the vibrant energy of Key West.
If you’re craving a tropical getaway that feels safe, welcoming, and wonderfully indulgent — this is your moment. Come unwind, explore, and savor the Keys with women who love to travel the way you do.