Items
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.
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Antigua
English Harbour
A short stay on a private peninsula on Antigua's southeast coast, with protected water on one side and the open Atlantic on the other. Three generations, with little to plan.
Best For
A short Caribbean stay where three generations keep separate routines on one property.
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Aruba
Palm Beach
A girls' trip to Aruba built around Palm Beach, poolside happy hours and sunset walks, plus a catamaran morning and a Jeep day through the dry, rugged Arikok National Park.
Best For
Adults after a warm, easy escape with enough on the itinerary to give the days a shape.
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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.
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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.
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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.
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Barbados
South Coast (Maxwell Beach)
A girls' trip on the south coast of Barbados for five nights of beach mornings, walks into town, a sail and snorkel along the coast, and long dinners.
Best For
Girlfriends after warmth, a beachfront base, good food and slow days.
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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.
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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.
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$0 CAD
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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.
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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.
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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.
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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.
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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.
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Colombia
Bogotá, Caño Cristales & Cocora Valley
Frontier jungle, a river that blooms in colour and Colombia's coffee country by Willys Jeep. Three stops from wilderness to colonial towns, bookended by Bogotá.
Best For
Those who want both frontier and familiar in one trip, with a local agency handling the logistics.
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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.
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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.
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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.
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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.
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England
London
Christmas season in London with family: three Premier League matches, the lights and shop windows, and a 20th anniversary celebrated in the city where it all began.
Best For
Anyone drawn to London at Christmas: lights, shop windows, museums and football.
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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.
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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.
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