Upcoming Trips

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

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!

With snacks!

Saturday, October 31st @ 10:00 a.m. 

72A Union Street, Ottawa

RSVP to debra@over40getaways.com

Colombia In Full Colour

February 19-March 2, 2027

Discover Colombia in all its colour, flavour and energy on a journey that takes you from the lively streets of Bogotá to the lush landscapes of Colombia’s famous coffee country, the towering wax palms of the Cocora Valley, dynamic Medellín and the colourful colonial streets of Cartagena.

Along the way, stay in a traditional hacienda, visit a working coffee farm, explore local neighbourhoods and markets, and enjoy plenty of time to experience each destination your own way.

We’ll finish on Colombia’s Caribbean coast with extra time in beautiful Cartagena and a sunset cruise on the water—the perfect ending to a trip filled with incredible scenery, fascinating culture, great food and memorable experiences.

Starting at $3640 per person CDN / $2555 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.