Caribbean
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
St. Lucia
North-West Coast
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.
Best For
Anyone wanting a fitness and spa-centred escape with a beach attached.
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.
Turks & Caicos Islands
Grace Bay
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.
Best For
Friends celebrating somewhere warm: early tennis, lazy days on the sand and lively resort evenings.