Days 1-4
Boston
On arrival, settle into your centrally located hotel and begin exploring Boston with a leisurely stroll. Wander through the charming streets of Beacon Hill, known for its historic brick row houses and gas-lit lamps, before continuing along the Freedom Trail, Boston’s most famous walking route connecting key landmarks such as Boston Common, Faneuil Hall, Paul Revere’s House, and the Old North Church. End your day with a seafood dinner by the harbour, followed by a nightcap in the North End – don’t miss the Bell in Hand, Boston’s oldest continuously operating tavern and a favourite stop for locals and tourists alike.
For a little retail therapy, Newbury Street is perfect for boutique shopping and leisurely café hopping, while just a short walk away, the Prudential Center offers an even greater variety of shops and restaurants, along with breathtaking panoramic views from its Skywalk Observatory.
Boston is famous for its passionate sports culture, from baseball and the legendary Red Sox at historic Fenway Park to the Bruins and Celtics showcasing hockey and basketball at TD Garden. To experience it firsthand, consider grabbing tickets to a game, taking a behind-the-scenes tour of Fenway, or simply soaking up the atmosphere at one of the city’s many lively pubs and bars during a live game.
If you feel like venturing a little further, cross the Charles River to Cambridge and explore Harvard University and its surrounding cafés and bookshops. Enjoy a relaxed lunch in Harvard Square before returning to the city for a stroll along the Charles River Esplanade or a fun Boston Duck Tour offering a unique perspective of the city.
Fabulous in every season, Boston offers something special year-round. In the autumn, the city’s parks and tree-lined streets come alive with vibrant fall colours, perfect for leisurely strolls. In winter, particularly around December, the Boston Common and the surrounding streets and squares sparkle with festive Christmas lights, creating a magical holiday atmosphere, and during the summer months you can join a whale-watching excursion from the harbour, allowing you the opportunity to see these majestic creatures graceful in their natural habitat.
Days 4-8
Miami
Following your city break in Boston, you'll fly south and experience sun-soaked days and exciting nights in vibrant Miami, where art, culture, and beachside glamour come together in perfect harmony. Begin your stay by settling into your stylish Miami Beach hotel and taking a leisurely stroll along the iconic Ocean Drive, admiring the pastel-hued Art Deco architecture and soaking in the lively beachfront atmosphere. As the sun sets, sip a cocktail at a chic rooftop bar before dining at one of the city’s renowned seafood restaurants, savouring fresh catches with a view of the Atlantic.
Immerse yourself in Miami’s thriving arts scene with a visit to Wynwood Walls, where colourful murals and galleries showcase the city’s creative spirit, followed by lunch at a trendy café in the neighbourhood. Spend an afternoon exploring the Design District, browsing high-end boutiques and art installations, before an evening of Cuban-inspired cuisine and live music in Little Havana, where the rhythm of salsa fills the streets.
Of course you'll want to dedicate some time for relaxation and perhaps a little outdoor adventure. Soak up the sun on South Beach and then embark on a boat tour of Biscayne Bay, taking in the stunning skyline and nearby islands, followed by dinner at a waterfront restaurant and a night out in the vibrant Brickell district, where lively bars and lounges pulse with energy.
On your final day, start with a serene morning walk along the beach or the Miami Beach Boardwalk, followed by a leisurely brunch at a stylish café. Before departing, squeeze in some last-minute shopping or a visit to the Perez Art Museum Miami, ensuring you leave with memories of a city that effortlessly blends glamour, culture, and sun-drenched relaxation.
If you feel like you need longer in either city, would like to extend your stay in Florida, or add a Caribbean cruise from Miami, let us know! Our dedicated team will tailor-make the perfect itinerary just for you.
