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
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)
Join us for our Travel Get-Together
In Person!
In Person Get Together!
Dessert Night!
Wednesday, September 30, 2026 @ 7:00 p.m.
Billings Lodge, 1180 Belanger Road
RSVP to debra@over40getaways.com
In Person Get Together!
With snacks!
Saturday, October 31st @ 10:00 a.m.
72A Union Street, Ottawa
RSVP to debra@over40getaways.com
The South-East Asia Experience
February 12-26, 2027
Get ready for an unforgettable journey through Vietnam, Cambodia and Thailand—three incredible countries, one amazing group, and 14 days packed with the kind of experiences we love most. We’ll zip through the streets of Saigon on vintage Vespas, drift along the waterways of the Mekong Delta, spend a night surrounded by the spectacular limestone islands of Ha Long Bay, cook together in a Cambodian village, explore the ancient temples of Angkor Wat, and eat our way through Bangkok by tuk tuk.
But this isn’t a trip where you simply check famous sights off a list. This is Asia the Playful Coconuts way—immersive, curious, delicious and just adventurous enough, with plenty of laughter and great people along for the ride. From bustling night markets and hidden neighbourhoods to quiet waterways, extraordinary temples and meals we’ll still be talking about years later, this is your chance to experience Southeast Asia rather than simply visit it.
Starting at $6400 per person CDN / $4636 per person USD (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 $5254 pp (double occupancy only/flights not included)
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.