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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Girlfriends in Paris, shopping the grand stores of Boulevard Haussmann, Saint-Germain and the Marais between long lunches and a DJ at dinner in the old stock exchange.

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.

Split between the Golden Circle's otherworldly landscapes and immersion in a private lagoon spa on Iceland's lava fields, three nights kept compact and close to the airport.

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.

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.

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.

Three nights in Venice built around the water: breakfasts on the Grand Canal, a different neighbourhood on foot each day and evenings travelling to dinner by boat.

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.

From a garden party at a villa above Fiesole to an e-bike day through the Chianti vineyards and a farewell dinner in one of Florence's oldest churches.

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.

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.

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.

Three generations spent the holidays in Panama balancing colonial history, island sailing, highland adventure and Pacific snorkelling, then finished at the Canal.

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.

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.

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.

A week split between a clifftop estate in the Serra de Tramuntana, a harbour promenade, and an old-city rooftop, with Mallorca's winding coastal roads and stops filling the days.

Mallorca out of season, when it's coastal hikes and Palma rather than beach days. Five nights over three stops, each chosen for the hotel as much as the place.

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.

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.

A girls' trip to a wellness-first all-inclusive in St. Lucia, starting with a helicopter over the rainforest, then a daily class and treatment with beach time in between.

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.

Grace Bay's long white beach is the base for a four-night girls' getaway, with an adults-only all-inclusive setting a social, easygoing pace from morning tennis to late nights.

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.

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.

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.

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.