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Cruising Guide: East Coast USA

Sail into the historic harbour towns of New England and down to the nightlife of the Florida Keys.

By Mike

Americans are big into getting out on the water, so naturally, the USA offers an incredible variety of charter opportunities. From Miami and Ft Lauderdale to the rugged coast of Maine to Cape Cod, Martha’s Vineyard, and Newport, RI, to the picturesque Chesapeake Bay, the east coast has it all.

Sunshine, positive vibes and seaside towns make guests love Florida. A big draw to the Florida Keys is the nightlife and the great features of this very American place. Don’t forget the Chesapeake Bay! A place steeped in history and stunning scenery, it’s not to be missed.


It’s the best of everything to get a taste of Long Island and the ports of the eastern seaboard, including Maine, Boston, Cape Cod, Nantucket, Marthas Vineyard, Connecticut, and Rhode Island (Newport). From almost endless sand dunes to quaint towns to historical ports still evoking colonial New England and the Native American heritage, and world-class lobster. There are plenty of yacht charters in Newport, and you can sail from the town to the Hamptons’ boutique restaurants. 

New England is rugged, spectacularly beautiful, and full of history. With its charming port towns, sandy beaches, romantic islands, and fine restaurants, it exudes understated elegance. Everywhere you go, you can see a tradition of fishing and sailing.  New Englanders are not ostentatious, there is a strong link to the Puritans where ostentation is not natural. Their land speaks for itself, and they’d rather you fall in love with it and all it has to offer.


The Chesapeake Bay is one of the world’s top sailing and cruising destinations. There are over 11,000 miles of shoreline for you to explore on this true American treasure, with a long sailing season from early Spring to late Autumn. From quiet, unspoiled anchorages to historic seaside towns like St. Michaels and Oxford, to bustling ports like Baltimore and Annapolis, the Chesapeake Bay has something for everyone.

You don’t want to miss Solomons Island. Once known for its seafood packing houses, this quaint island is now primarily a tourist destination. Solomons remains a fishing village, active with workboats and charter boats. It is also a place to escape and learn about the Bay’s past, present, and future. With a mile and a half long town, Solomons has a lot to do. Don’t forget to check out The Tiki Bar – the first open-air bar in Southern Maryland. The opening of the seasonal Tiki Bar in late April has become a firmly entrenched Southern Maryland tradition with crowds in excess of 10,000 people – all there to party.



Florida is so much more than theme parks and gated retirement communities! It is the perfect charter destination. As far as the eye can see, the sea shimmers and the sandy beaches continue for miles. A cosmopolitan culture and unique marine life make Florida a great place to visit for all tastes. 

If you want to see the Florida Keys, Miami is a great starting point. It’s just a short sail south from Miami to the Keys, where you’ll find some of the best diving, fishing, and beaches in the world. But before you leave Miami, make sure you visit Little Havana.

 In the 1950s and 60s, Little Havana became a Cuban settlement; the impressive, yet looming, skyscrapers of Miami’s skyline seem a distant memory when strolling through its streets lined with Latin American architecture and dancing to the rhythm of its Latin American music. It’s like taking a trip into another world when you step onto Calle Ocho, Little Havana’s first block of art galleries and painted roosters.

Tampa’s the place to be if you don’t like Miami. Tampa and its neighbouring cities Sarasota, St Petersburg, and Venice offer great sailing. There’s great Florida weather, the clear blue but mostly calm Gulf of Mexico, and lots of places to explore, snorkel, fish, and dive. Plus, you’ll see beautiful sunsets nearly every day of the year since Tampa is on the west coast!

Inspired? Contact our team of yacht charter specialists and arrange your next sailing adventure in the US.