Trying to plan a multigenerational trip with varying ages, abilities and expectations can be a challenge. But you needn’t look further than the Caribbean to find what everyone is looking for! More and more resorts and villa rentals are catering to multigenerational travelers, and truly have something for everyone. And don’t rule out cruising… this can be the ultimate in comfort and convenience, while offering innumerable activities, like excursions, beaches, pools, shows, spas, kids clubs, culture and history, fine dining and lots more. 

Our family traveled with three generations to Jamaica for a special birthday celebration, and we stayed in a five-bedroom villa at Half Moon Bay. It was a wonderful way to spend quality time connecting with each other, while experiencing the best Jamaica has to offer. Stunning beaches, warm, friendly and helpful staff, fabulous spa, robust kids club, and pools galore (including our own private one!) The butler, chef and housekeeper in our villa went above and beyond to make sure that our needs were met, and that we were able to have that special time together without worry. We loved having home-cooked family dinners together, and exploring the whole resort in our private golf carts. We even had a family yoga session in a bungalow over the ocean! Talk about the ultimate in relaxation!