Curated Group Adventures
Upcoming Trips for Travelers 40+
Discover unforgettable journeys designed just for adults 40 and over. Find your next bucket-list adventure—and new friends to share it with.
Upcoming Adventures
London: Undercover & Under Fire
July 12-20, 2026
Discover London through its rich history, iconic landmarks, and vibrant culture on this thoughtfully curated journey. Highlights include the Imperial War Museum, Churchill War Rooms, Borough Market, the London Eye, a Thames River cruise, and a performance at Shakespeare’s Globe Theatre — blending meaningful experiences with unforgettable sights.
Travel alongside like-minded adults who appreciate curiosity, comfort, and connection. With a balance of guided experiences, group dinners, and free time to explore, this trip offers a relaxed, enriching way to experience London — whether travelling solo or with a companion.
Starting at $2990 pp double occupancy (flights not included)
Best of the Rhine and Amsterdam
September 27 – October 6, 2026
Sail from Amsterdam to Basel on the Best of the Rhine and Amsterdam river cruise—a grown-up, slow-luxury journey that blends European charm with effortless comfort. Wander through picture-perfect canal districts, drift past medieval castles perched above the riverbanks, and sip regional wines as you glide through storybook landscapes. Every day invites a new kind of wonder: from vibrant Amsterdam to the fairytale villages of the Rhine Valley, to the cultural heart of Germany and Switzerland.
Travel with Over40GETAWAYS and enjoy a curated group experience designed for connection, ease, and fun. You’ll share this 10-day adventure with other curious, pampered travelers who love beautiful places, great conversation, and stress-free escapes. From guided cultural discoveries to relaxed onboard moments, this cruise delivers a perfect blend of exploration and indulgence—without the logistics, guesswork, or planning on your part. Just step onboard, settle in, and let Europe unfold around you.
Starting at $6299 pp (Deluxe C cabin/double occupancy – flights not included)
The Tulum Reset
November 7-14, 2026
Trade your to-do list for turquoise waters, swaying palms, and a reset that sticks. This wellness escape to Tulum blends laid-back luxury with feel-good experiences—think beachside yoga, nourishing cuisine, spa moments, and plenty of sunshine.
It’s all-inclusive, adults-only, and designed for grown-ups who want to relax, recharge, and reconnect. Start your mornings with movement, spend your afternoons poolside or at the spa, and end your days with laughter, cocktails, and that warm Tulum glow. This isn’t just a getaway—it’s a reset for your body, your mind, and your sense of fun.
Starting at $3245 pp (double occupancy/including flights from Ottawa)
Costa Rica Adventures
November 20-29, 2026 – Sold Out
Get ready for nine unforgettable days exploring cloud forests, tropical beaches, volcano landscapes, wildlife, waterfalls, and the pura vida lifestyle — all carefully curated, hosted, and handled for you.
🛶 9 days.🌴 4 ecosystems destinations.🔥 1 wildly unforgettable experience.
This is the trip that spoils you with the best the country has to offer: a little luxury, a little adventure, a whole lot of culture—and zero stress. You don’t have to plan a thing. You don’t even have to show up brave.
Christmas Markets of Austria, Germany and Switzerland – December 3 -10, 2026
Experience the magic of Europe’s most enchanting Christmas markets on this festive journey through Austria, Germany, Switzerland, and Liechtenstein.
Wander through storybook cities like Vienna, Salzburg, Munich, Innsbruck, and Lucerne, where twinkling lights, wooden stalls, and centuries-old traditions create an unforgettable holiday atmosphere. Sip warm mulled wine, browse handcrafted gifts, taste seasonal treats like gingerbread and roasted chestnuts, and soak in the beauty of alpine scenery along the way.
With guided sightseeing, charming hotels, and plenty of time to explore each market at your own pace, this tour captures the timeless spirit of Christmas in some of Europe’s most magical winter destinations.
Starting at $4525 pp (double occupancy/flights not included)
Thailand Experience
January 9-23, 2027
Step into the magic of Thailand, where vibrant culture, jaw-dropping scenery, and a little bit of mischief come together in one unforgettable adventure. It’s colourful, a little exotic, and designed for curious, fun-loving humans who want stories—not just souvenirs.
But the real magic? Your people. The ones you laugh with over street food, wander with down hidden alleys, and toast with when the day turns into night. With just the right mix of guided experiences and do-your-own-thing freedom, this Thailand escape is all about connection, adventure, and feeling deliciously alive.
Really feeling adventurous? Add our 6 night Vietnam and Cambodia pre-trip!
Starting at $5465 pp (double occupancy/flights not included)
Costa Rica Pura Vida
March 18 – 27, 2027
Trade your routine for rainforest waterfalls, volcano views, jungle canals, and barefoot beach sunsets on this unforgettable adventure through Costa Rica. From spotting sloths in the wild and rafting through lush tropical scenery to ziplining above the rainforest canopy and sailing the Pacific coast with cocktails in hand, this trip is packed with the perfect mix of adventure, connection, relaxation, and “how is this real life?” moments.
We’ll explore vibrant San José, cruise the canals of Tortuguero, soak in the beauty of Arenal, and finish with ocean breezes and catamaran vibes on Flamingo Beach. Along the way, expect incredible food, unforgettable scenery, spontaneous laughs, and the kind of group energy that turns strangers into travel stories you’ll be telling for years.
Starting at $5228 per person double occupancy (not including flights).
Portugal Uncorked
April 23 to May 2, 2027
Think sun-soaked days wandering cobblestone streets, sipping wine where it’s been perfected for centuries, and soaking up that effortlessly cool European vibe—with a group that turns strangers into instant travel buddies. From the charm of historic cities to breathtaking coastal views, this is the kind of trip where every moment feels like a scene from a movie… and you’re right in the middle of it.
You’ll taste, explore, cruise, and unwind your way through Portugal, with just the right balance of guided experiences and free time to do your own thing. Come for the destination, stay for the people, and leave with stories you’ll be telling long after your tan fades.
Starting at $5416 per person double occupancy (not including flights).
Ready to Reserve Your Adventure?
Don’t wait to turn your travel dreams into reality. Our curated group trips for adults 40+ fill up quickly—reserve your spot today or reach out with any questions. We’re here to help you embark on unforgettable journeys with new friends.