Itineraries by Season or Break

Sleepy Hollow Day Trip from NYC (Plus the Great Jack O’Lantern Blaze)

Sleepy Hollow Day Trip from NYC (Plus the Great Jack O’Lantern Blaze)

Just an hour from NYC, Sleepy Hollow comes alive in the fall with crisp leaves, colonial legends, and one of the most dazzling Halloween events in the country: The Great Jack O’Lantern Blaze. This family-friendly day trip pairs spooky charm with real history — from scenic walks and headless horsemen to cider treats and glowing pumpkin tunnels.

2025–2026 School Break Vacation Planning Guide: How to Turn Time Off Into Unforgettable Family Getaways

2025–2026 School Break Vacation Planning Guide: How to Turn Time Off Into Unforgettable Family Getaways

Make the most of your family’s school breaks with our 2025–2026 vacation guide. From long weekends to major holidays, we’ll help you plan smarter, book earlier, and travel better — with ideas for cruises, resorts, city trips, and hidden-gem destinations that avoid the crowds.

Discover the Magic of the Canadian Rockies with Adventures by Disney

Discover the Magic of the Canadian Rockies with Adventures by Disney

We’re gearing up for an exciting Disney-inspired journey through the Canadian Rockies, and we can’t wait to share all the details! In this first post of many, we’re sharing our itinerary and what we’re most excited for on this magical adventure. From breathtaking landscapes and luxurious Fairmont hotels to exclusive experiences with Adventures by Disney, discover why this trip is perfect for moms, families, and luxury travel enthusiasts. Follow along as we prepare for our trip and get ready for the ultimate family adventure!