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Ports of Call

Follow the Wind and the Tides

Every cruise on the Mystic Whaler is a unique experience, with our ports of call dependent on the wind and the tides.

Summer Ports of Call


Block Island, Rhode Island

Latitude: 41.19N Longitude: -71.58W

Block Island moves at its own pace and is known for a relaxed way of life. It's where "dressed up" means a pair of shorts, and islanders speak of going to the mainland as going "off island".

Perhaps the real reason Block Island was put on this earth was to make sure everybody gets enough beach time. More than 350 freshwater ponds (from natural springs) and 17 miles of beach invite you to jump in the surf, spend a lazy afternoon or hike up to the North Light and enjoy the 250-foot bluffs.

Photo by: Photo by Michael Melford ©

newport.jpgNewport, Rhode Island

Latitude: 41.49N Longitude: -71.131W

Perhaps the most attractive characteristic of Newport is its ability to appeal to a variety of traveling styles.

For those whose heart lies in architecture, design, and history Newport offers tours of opulent mansions, interesting museums, and a number of walking tours.

For visitors looking to take a bit of Newport style home with them, the city’s quaint wharves and cobblestone streets are a mix of unique shops and galleries. Complementing it all is a year-round calendar of special events ranging from nautical events to music festivals to professional sports tournaments, ensuring that there is always something happening in Newport!

shelter-island.jpgShelter Island, New York

Latitude: 41.08 N Longitude: -72.35W

This quiet and peaceful island is nestled in the Gardner’s Bay of Long Island. By far the most picturesque and laid back of all the places to visit, Shelter Island gets you away from the bustle of tourist life, without taking you too far afield.

Just a few minutes walk through the village and you are at the Greenport Ferry that will whisk you across the bay to Long Island’s best shopping & dining destination on the North Fork.

sag-harbor.jpgSag Harbor, New York

Latitude: 41.003 N Longitude: -72.306W

Nestled on a bay in the heart of The Hamptons, Sag Harbor has for centuries welcomed the vacationer and business traveler alike.

Since the days of its being a bustling whaling port, visitors have been enchanted with Sag Harbor's gracious accommodations, its pristine beaches, centuries-old streets lined with ancient trees and inviting homes, and restaurants and shops that offer food and fare from around the corner or around the world.

mystic.jpgMystic, CT

Latitude: 41.354 N Longitude: -71.966W

Mystic was originally a highly profitable whaling and fishing center that still provides opportunities for commercial and sport fishing to this day.

The Native Indians, Pequots called this area “missi-tuk.” Missi means “great” and Tuk refers to a river driven in waves by the tides of winds.

With age comes beauty, and tradition, and with Mystic as the centerpiece of southeastern Connecticut it is known for its unique shops, restaurants, antiques centers and art galleries. It has attractions for the whole family and museums that will transport you back to another era. Everywhere you turn you will see the kind of scenic beauty that takes your breath away.

Photo by: Photo by Kristy Head ©

cuttyhunk.jpgCuttyhunk, MA (5-day trips only)

Latitude: 41.275 N Longitude: -70.091 W

Cuttyhunk Island is a place to do a whole lot of nothing.

With its small beaches, a great harbor, good fishing, some great ice cream, and some beautiful hiking trails Cuttyhunk is about getting away from it all.

Cuttyhunk does not have discos, bars, malls, a singles scene, a party life, video games, parking lots, traffic, or much action. What it does have is a quiet, isolated, beautiful, ocean environment, perfect for getting in touch with yourself and your family, or just catching up with your reading!

Photo by: Photo by Ed Szamborski©

marthasvineyard.jpgMartha’s Vineyard, MA (5-day trips only)

Latitude: 41.416 N Longitude: -70.616 W

Excellent shops, fine restaurants, and a beautiful harbor are only a few of the attractions that make Martha's Vineyard so special to tourists and residents alike.

When ships were powered by wind and canvas, Martha's Vineyard was one of New England's busiest ports because of its strategic location on the sailing routes. Most of the coastwise shipping traveled through Vineyard Sound.

Whether you are looking for a good stretch of sand to lay-out on, a bird-watching adventure in the over 200-acre wildlife reserve, or a fantastic bit of shopping Martha's Vineyard is sure to please any adventurer's palette.

Photo by: Robert Schellhammer©

Fall Ports of Call

stmichaels.jpgSt. Michaels, Maryland

Latitude: 38.785 N Longitude: -76.224 W

Escape to historic St. Michaels, MD, the Heart & Soul of the Chesapeake Bay. Saint Michaels, Maryland is a quaint waterfront village on the Eastern Shore, situated on a picturesque peninsula between Tilghman Island, Easton and Oxford.

Arrive by boat and you'll travel up the beautiful Miles River. Gourmet Restaurants and Unique Specialty Shops invite you to take a leisurely stroll to explore our quaint historic hamlet. Whatever your dream, St. Michaels is the perfect retreat.

chestertown.jpgChestertown, Maryland

Latitude: 39.208 N Longitude: -76.066W

A town rich in history, its attractions include a blend of past and present. Its brick sidewalks and attractive antique stores, and restaurants beckon visitors to wander through the historic district.

Enjoy homes and places with architecture ranging from the Georgian mansions of wealthy colonial merchants to the elaborate style of the Victorian era.

A wealth of events and local entertainment makes a visit to Chestertown special at any time of the year.

Photo by: Bernadette Van Pelt©

rockhall.jpgRock Hall, Maryland

Latitude: 39.138 N Longitude: -76.235W

Rock Hall, Maryland is an unspoiled waterfront town on the Eastern Shore of the Chesapeake Bay offering magnificent harbors, many fine marinas, as well as a host of recreational opportunities.

annapolis.jpgAnnapolis, Maryland

Latitude: 38.59 N Longitude: -76.30W

Come Sail Away to Annapolis -America's Sailing Capital. Known best for the U.S. Naval Academy, tasty steamed crabs and crab cakes, they offer the perfect balance of small town charm and big world sophistication.

You'll discover a treasure trove of historic attractions in Annapolis, an 18th-century seaport town where Colonial-era buildings abound. And, if you're a nature lover, discover a way of life indelibly linked to the Bay by exploring the magnificent shoreline and historic Chesapeake Bay light houses.

Photo by: Annapolis & Anne Arundel

baltimore.jpgBaltimore, Maryland

Latitude: 39.18 N Longitude: -76.67 W

Our homeport for the fall season Baltimore Maryland offers a wealth of history, dining and shopping excursions.

It's not so much a place as an experience. And after close to three hundred years of history, this city can deliver more fun-filled family days or romantic evenings than you ever thought possible.

You may just decide to lengthen your trip and stay a few nights in this wonderful city.