Days 1-4
Boston
Start your journey in Boston, a city that perfectly captures the spirit of America’s past while embracing the sophistication of the modern day. With its tree-lined streets, red-brick buildings, and cobblestone lanes, Boston exudes colonial charm at every turn. Strolling through the city feels like stepping through the pages of history, especially when you follow the Freedom Trail – a 2.5-mile path that weaves past 16 significant landmarks from the American Revolution, including the Old North Church, Paul Revere’s House, and Boston Common, the oldest public park in the United States.
Beyond its historic heart, Boston offers a contemporary flair that makes it a delight to explore. The stylish boutiques and galleries of Newbury Street invite leisurely shopping, while nearby Back Bay boasts grand Victorian brownstones and leafy boulevards that feel both timeless and elegant. For a lively atmosphere, head to Faneuil Hall Marketplace, where street performers, local artisans, and bustling eateries create a festival-like energy throughout the day.
As evening falls, we recommend a sunset harbour cruise and watch the skyline shimmer against the Atlantic, or join locals at Fenway Park, cheering on their beloved Boston Red Sox in one of baseball’s most iconic stadiums. Food lovers will find plenty to savour too – from steaming bowls of New England clam chowder and buttery lobster rolls on the waterfront, to award-winning dining rooms offering cutting-edge cuisine.
Days 4-11
Orlando
Swap the historic streets of Boston for palm-lined boulevards and year-round sunshine as you fly south to Orlando, Florida – a destination where fun, fantasy, and relaxation blend seamlessly. Known as the theme park capital of the world, Orlando is a place where imagination truly takes flight. At Walt Disney World Resort, four spectacular parks invite you to live out your favourite stories – from the fairy-tale magic of Magic Kingdom and the cinematic thrills of Disney’s Hollywood Studios, to the global wonders of EPCOT and the wild adventures of Animal Kingdom. Just a short drive away, Universal Orlando Resort offers its own brand of excitement, with the adrenaline-pumping rides of Islands of Adventure, the movie magic of Universal Studios Florida, and the spellbinding Wizarding World of Harry Potter, where visitors can stroll through Diagon Alley or sip a butterbeer at Hogsmeade.
When it’s time to unwind, Orlando’s many water parks provide the perfect way to cool off under the Florida sun. Disney’s Typhoon Lagoon and Blizzard Beach combine tropical fun with thrilling slides and lazy rivers, while Volcano Bay at Universal is a modern water paradise where you can relax on soft sands or dive into crystal-clear wave pools. For those who prefer a slower pace, Orlando’s luxury resorts and spas offer indulgent retreats, complete with palm-fringed pools, fine dining, and sunset cocktails.
Shoppers will love the variety on offer too – from high-end brands at The Mall at Millenia to bargain finds at the Orlando International Premium Outlets and the bustling International Drive, where entertainment, dining, and nightlife come together.
For an unforgettable day trip, head east to the Kennedy Space Center, where you can get up close to real spacecraft, meet astronauts, and even witness a rocket launch if your timing is right. It’s a truly awe-inspiring experience that highlights Florida’s spirit of exploration and innovation.
Whether you’re travelling as a family seeking adventure, a couple looking for a romantic getaway, or friends in search of sunshine and excitement, Orlando promises warm weather, welcoming smiles, and memories that last a lifetime.
