Family Trips
Anguilla
Barnes Bay
An easy week on Anguilla, a quiet Caribbean island known for its beaches, with just enough off-resort adventure to keep the whole family happily occupied.
Best For
Families after a relaxed luxury Caribbean week, with room to add adventure.
Price:
$0 CAD
Regular price:
Bahamas
Nassau
A high-energy long weekend on Nassau's Cable Beach, with slides, a wave pool and a surf simulator for kids from 10 to 20 by day and the casino and restaurants by night.
Best For
Families with kids who want the waterpark at the centre, not groups after a quieter pace.
Price:
$0 CAD
Regular price:
Bahamas
Exumas
Three generations sailing the Exumas, tracing a route from Staniel Cay to Highbourne Cay through turquoise water and the kind of waterside restaurants worth dropping anchor for.
Best For
Experienced sailors wanting a week of island-hopping through the Exumas.
Price:
$0 CAD
Regular price:
Barbados
West Coast Base
Just over a week at a Barbados west coast hotel that balances lazy beach days with island exploration, great restaurants, and enough activity to keep teens engaged throughout.
Best For
Families with teens after a strong beach base, island exploration and a serious dining scene.
Price:
$0 CAD
Regular price:
Cambodia & Thailand
Phnom Penh, Cardamom, Siem Reap, Khao Lak, Krabi & Bangkok
A luxury adventure that zips into a tented jungle camp, takes in the temples of Angkor and Thailand's limestone coast, and finishes with the canals and street food of Bangkok.
Best For
Adventurous travellers wanting both the jungle and the beach, without giving up upscale stays.
Price:
$0 CAD
Regular price:
Canada
Vancouver & Whistler, BC
A West Coast winter week with friends: three ski days across Whistler and Blackcomb, then a short downtown Vancouver stay with a Canucks game to finish.
Best For
Families looking for a ski week with friends and a short coastal-city stop in one route.
Price:
$0 CAD
Regular price:
Canada
Big White, Kelowna, BC
A short ski escape to Big White in the Okanagan, with true ski-in, ski-out ease, tree runs, good snow and dinners in the village between full days on the mountain.
Best For
Skiers after a quick trip with the lifts steps away, on a resort that skews family over nightlife.
Price:
$0 CAD
Regular price:
Canada
Newfoundland
Newfoundland's east coast, from St. John's to three nights on Fogo Island, with coastal trails, outports and fishing villages, icebergs in July and time on the water.
Best For
Travellers after coastal hiking, small fishing communities and an island stay to finish.
Price:
$0 CAD
Regular price:
Canada & U.S.A.
Whistler, BC & Seattle, WA
Skiing first, then the stands: two days on Whistler and Blackcomb, then downtown Seattle for a Kraken game and the Seahawks on New Year’s Day, all over the holidays.
Best For
Families combining a Whistler ski trip with a Seattle sports weekend over the winter holidays.
Price:
$0 CAD
Regular price:
Cayman Islands
Grand Cayman
A girls' trip to Grand Cayman, with long Seven Mile Beach walks, a morning at Stingray City and hammocks between the palms on the quieter north side of the island.
Best For
Groups looking for the flexibility of a condo on Seven Mile Beach.
Price:
$0 CAD
Regular price:
Colombia
Cartagena & Barichara
A family adventure based in one whitewashed colonial town: mountain biking, class IV-V rapids, canyoning a 500-foot waterfall, a canyon bungee and paragliding.
Best For
Families with teens needing activity, and anyone drawn to a Colombia few visitors have found.
Price:
$0 CAD
Regular price:
Costa Rica
Pacuare River, Arenal & Papagayo Peninsula
Three Costa Ricas in nine nights: an off-grid jungle lodge reached by raft, Arenal's volcano and canyon country, then the Pacific at Papagayo. Adventure-led, with a resort finish.
Best For
Families with teens ready for jungle adventure who still want a coast at the end.
Price:
$0 CAD
Regular price:
Costa Rica
San José, Pacuare River, La Fortuna, Tamarindo & Santa Teresa
Two weeks across Costa Rica's rainforest, volcano country and Pacific coast, balancing whitewater, ziplines and wildlife with slow beach days and Christmas in a villa.
Best For
Families with teenagers who want rainforest adventure and lazy days by the Pacific.
Price:
$0 CAD
Regular price:
Costa Rica
Tamarindo
A private villa in a gated Guanacaste community for sixteen at Christmas. Chef-cooked dinners, half-day adventures with time to recharge. Costa Rica at the grandparents' speed.
Best For
Large groups wanting a gated, self-contained base and adventure at the group's pace.
Price:
$0 CAD
Regular price:
Croatia
Trogir, Hvar & Split
Just four spring nights on the Dalmatian coast, before the summer crowds. Walled medieval towns, a hilly island best explored by bike and a Roman palace to finish.
Best For
Parents with older kids after a short, active Dalmatian coast trip: old towns and island downtime.
Price:
$0 CAD
Regular price:
England
London
London in January, taken in two walkable days: the Westminster sights and the Tower on foot, a West End show by night, and a guided crawl through the City's oldest pubs.
Best For
Making a short London window work with older teens or adult kids in tow.
Price:
$0 CAD
Regular price:
England
London
A first London visit for young teenage boys, over four nights. The Crown Jewels and a wartime bunker, a rooftop walk over the O2 and celebrating Canada Day on Maiden Lane.
Best For
Families with young teens who want London's big history without losing them by day three.
Price:
$0 CAD
Regular price:
France
Paris, Provence & Cannes
Rock climbing in the Alpilles, a Van Gogh light show in a quarry, Luberon hilltop villages and two nights of Cannes energy: a week in southern France paced around a teenager.
Best For
Parents who want Provence with older kids in tow, and enough variety that nobody checks out.
Price:
$0 CAD
Regular price:
Greece
Athens, Kalymnos, Milos & Santorini
Greece as a family, from the ruins of Athens to climbing crags on Kalymnos, cliff jumping off the white volcanic rock of Milos and sunsets over Santorini's caldera.
Best For
Active travellers who want each stop to feel like a different trip, with time to settle in.
Price:
$0 CAD
Regular price:
Ireland
Galway, Doolin, Dingle & Dublin
Two couples drive Ireland's Wild Atlantic Way, walking the cliffs out of Doolin and e-biking around Slea Head, with long pub evenings along the way.
Best For
Those after dramatic scenery, active days and the welcome of Ireland's west coast.
Price:
$0 CAD
Regular price:
Ireland
Kinsale, Kerry, Dingle, Dromoland, Clare & Connemara
A multigenerational road trip along Ireland's Wild Atlantic Way, designed for a variety of interests, from sea cliffs and castles to Skellig Michael for Star Wars fans.
Best For
Families after big coastal scenery, adventure and room for the detours.
Price:
$0 CAD
Regular price:
Italy
Venice, Tuscany, Rome & Amalfi Coast
Cliff jumping and learning to row a gondola, ancient ruins and vineyard happy hours: twelve days in Italy that balanced teenage energy with adult indulgence.
Best For
Those who want four distinct versions of Italy, made for teens and adults alike.
Price:
$0 CAD
Regular price:
Italy
Rome & Orvieto
Two fast days in Rome ahead of the crowds, from the Colosseum arena floor to the top of St. Peter's dome, and five slow ones at a hillside villa facing Orvieto.
Best For
First-timers who want a well-organized taste of Rome, then villa days with nothing planned.
Price:
$0 CAD
Regular price:
Japan
Hakuba Valley, Kyoto & Tokyo
Powder ski days in the Japanese Alps over Christmas, then Kyoto's temple paths and Tokyo's lights, eleven nights that move from the mountains to the city.
Best For
Families who want skiing combined with full days of culture and city energy.
Price:
$0 CAD
Regular price:
Mexico
Comala & Cuixmala
Two sister estates with it all on the grounds, from unique adventures to farm-fed meals: a hacienda beneath an active volcano and a 30,000-acre Pacific reserve with three beaches.
Best For
The big-budget traveller who wants luxury Mexico off the beaten path.
Price:
$0 CAD
Regular price:
Oman
Muscat
A woman's solo trip, easy from one beachfront resort in Muscat. Days out brought culture and adventure, with desert dune bashing and wadi swims through turquoise canyon pools.
Best For
First-timers to the Middle East who want an easy introduction, all arranged from the resort.
Price:
$0 CAD
Regular price:
Panama
Casco Viejo, San Blas Islands, El Valle de Antón, Santa Catalina & Panama City
Three generations spent the holidays in Panama balancing colonial history, island sailing, highland adventure and Pacific snorkelling, then finished at the Canal.
Best For
Families travelling with grandparents who want both coasts, colonial history and the highlands.
Price:
$0 CAD
Regular price:
Peru
Cusco, Sacred Valley, Machu Picchu & Amazon
Inca ruins, Amazon rivers, and a birthday zipline above the Sacred Valley. Peru delivered ancient history and a jungle adventure for a family with kids under 10.
Best For
Families ready to take small children well beyond the usual family holiday.
Price:
$0 CAD
Regular price:
Portugal
Lisbon
A long weekend in Lisbon, a steep, tiled capital on the Atlantic, with the old city, the riverfront and a neighbourhood on the doorstep in easy reach of each other.
Best For
Families after a few easy days in Lisbon, with space to unwind between the sights.
Price:
$0 CAD
Regular price:
Scotland
Inverness, Lochinver, Torridon, Glencoe & Edinburgh
A multigenerational road trip through Scotland's remote northwest Highlands, past lochs, castle ruins, rugged coast and hairy coos, finishing in Edinburgh's old town.
Best For
Those wanting a scenic road trip where every generation has something to do.
Price:
$0 CAD
Regular price:
St. Barts
Vitet
A hilltop villa above the island's quieter east end, with the week built on beach rotations, a private pool and water activities. St. Barts, sized for younger kids.
Best For
Families after a villa base, with kids young enough to live at the beach and dinners out together.
Price:
$0 CAD
Regular price:
St. Barts
Lurin
Ten years after a first family visit, St. Barts again at an adult pace: one central base and meals as the main event, with fishing and sailing to complement.
Best For
Families with adult kids after understated chic, where the next meal sets the plan.
Price:
$0 CAD
Regular price:
St. Lucia
South-West Coast
A week on a sheltered bay between the Pitons, where the days ran from scuba and water skiing off the beach to boat trips up the coast in search of dolphins.
Best For
Families with active kids and teens who want water-focused days in a beautiful setting.
Price:
$0 CAD
Regular price:
U.S.A.
Jackson Hole, WY
A multigenerational ski week in Jackson Hole beneath the Tetons: skiing for every ability, backcountry and wildlife tours and a mountain town with a country cool off the slopes.
Best For
Those who want challenging skiing, with enough for gentler skiers that no one is left behind.
Price:
$0 CAD
Regular price:
U.S.A.
New York City, NY
New York City in December, lit up from Midtown to Wall Street. Two nights balanced between the season's big spectacles and the calmer pace of the Upper West Side.
Best For
Couples or friends after a festive New York weekend built around Christmas traditions.
Price:
$0 CAD
Regular price:
U.S.A.
Chicago, IL
Chicago in late December, a walkable river city of landmark architecture and storied arenas, with three leagues in four nights and a five-star stay on the river between games.
Best For
Sports-loving families after a game most nights, with the days free for the city.
Price:
$0 CAD
Regular price:
Uzbekistan, Kyrgyzstan & Kazakhstan
Tashkent, Silk Road, Bishkek & Almaty
Three countries for a father and son. The domes and bazaars of the old Silk Road, a rural Kyrgyzstan of horses and yurts, and Kazakhstan's canyons and steppe running out to Almaty.
Best For
Adventurous travellers happy to trade a hammam for a heated yurt, then trade back.
Price:
$0 CAD
Regular price: