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 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.

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 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.

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.

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.

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.

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.

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.

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.

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.

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.