Start here. Stay here.

View Our 2019 Regional Guide

Charter Services


16 Bay View St., Camden, ME 04843 • 207-236-4687 • EmailWebsite

Anjacaa has sailed the waters of the Penobscot Bay her entire life. Along with her crew, she is ready to show you some of the most beautiful sites along the coast. Anjacaa is a comfortable cruiser with a respectable record in the local racing circuit. Anjacaa was built for speed so if you are looking for a faster sail this is the boat for you. If you are up for a more hands-on adventure, guests ar

Blue Vayu Sailing Charters

Public Landing Pier, Rockland, ME 04841 • 207-749-1289 • EmailWebsite

Sail beautiful Penobscot Bay on your private charter aboard BLUE VAYU out of Rockland. Blue Vayu is a classic Swedish sloop with an unusual European design and great sailing ability. Captain Linda Hanson offers 1/2 and full day excursions for up to six people.

Boyd N. Sheppard

11 Front St, Rockland, ME 04841 • 207-593-8811 • Website

One of Penobscot Bays only Windjammer Schooner specializing in 4-hour sunset dinner cruise's operating out of Rockland Harbor. Boyd N. Sheppard also has a rotating Sunday schedule offering either Brunch or the only one of its kind in the area, the gateway to windjamming our "One-Day wonder" a 28 hour overnight. We are the only Schooner in Rockland offering a full onboard bar and cocktail program.

Camden Harbor Cruises - Lively Lady

Public Landing,, Camden, ME 04843 • (207) 236-6672 • EmailWebsite

Enjoy Penobscot Bay from the comfort of our restored traditional wooden lobster boat. We offer public trips leaving from Camden Harbor. During the trip we will haul our lobster trap, look for seals, glide past lighthouses and learn about the bay and area, all while being surrounded by the wonderful scenery of the Maine Coast. A great whole family activity!

Camden Sailing Charters

34 Pleasant Ridge Rd.,, Camden, ME 04843 • 207-691-6547 • EmailWebsite

Delight in the splendor of Penobscot Bay on your private charter aboard the 34-foot Pearson sloop 'Sagacious'! Brush up on your sailing and navigational skills or just sit back and enjoy the cruise.

Cutter Owl

P.O. Box 432, Camden, ME 04843 • 207-236-2323 • EmailWebsite

Let us be your Camden Maine Sailing Experience! Join us for a two-hour day sail or custom charter to enjoy all the beauties that Penobscot Bay has to offer such as its beautiful rocky shoreline, hidden mansions, small islands, lighthouses, seals, bald eagles, lobster boats, and other magnificent ships.If you are looking for a more intimate trip join us aboard our new boat- the Cutter Owl! The Owl is the …

Hardy Boat Cruises

129 State Route 32, Shaw's Wharf,, New Harbor, ME 04554 • (207) 677-2026 • EmailWebsite

Hardy Boat Cruises is a small, eco-tourism business lovingly cared for and operated by a local family. We are dedicated to the environment, sustainability, conservation and education. We offer an authentic experience with a genuine love for the Maine coast, our community and the people we serve.

Johanson Boatworks

11 Farwell Drive (Route 90),, Rockland, ME 04841 • 207-596-7060 • EmailWebsite

Johanson Boatworks boasts an extensive bareboat charter fleet of fine yachts. With a wide range of weekly rates and a variety of boats, we're sure to have something to suit your cruising needs.

Limo Services in Maine

, , • 207-482-3778 • EmailWebsite

Chauffeured sedan, van and limousine service from anywhere in Penobscot County traveling to Southern Maine and beyond, including PWM Jetport, Boston Logan and New York.

Maine Windjammer Association

PO Box 1083, Rockland, ME 04841 • 800-807-WIND • EmailWebsite

Cast off on a 3- to 10-day sailing adventure aboard one of Maine’s 8 legendary windjammers in the Maine Windjammer Association, the largest fleet of working windjammers in America. Help sail the ship or just sit back and enjoy the every-changing scenery. Fabulous hearty meals, plus wine, music, lighthouse and additional themed cruises. Enjoy great sailing by day and cozy anchorages every night.

Monhegan Boat Line

880 Port Clyde Road, Port Clyde, Maine 04855 • 207-372-8848 • EmailWebsite

We have provided year round ferry and mail service to Monhegan Island for over 100 years. During the summer, the Laura B and Elizabeth Ann offer 3 trips daily, as well as puffin/nature, lighthouse, and puffin/sunset cruises. Reservations strongly recommended!

Osprey Island Yacht

47 Washington Street, Camden, ME 04843 • 207-841-8226 • EmailWebsite

Explore the Maine Coast, climb aboard one several boats for custom excursions at your desired location, spectate the lobster boat races, bare-boat chartering, island commuting. Capt. Dominic Fontaine, 200 Ton Masters License is also available for pre-purchase consultation, vessel operation instruction, and yacht deliveries.

Schooner Heron

111 Pascal Ave., Rockport, ME 04856 • 207-236-8605 • EmailWebsite

Sail the Maine Coast aboard Schooner Yacht HERON - a Maine built (by the captains/owners) 65’ John Alden designed Classic Schooner Yacht. Join us for a unique sailing experience on our Island sail with lunch, educational eco-wildlife sail or relaxing sunset dinner sail. If you are looking for something special, a sail on the Heron is just the thing. Group and private charters available.

Schooner J. & E. Riggin

136 Holmes Street, Rockland, ME 04841 • 207-594-1875 • EmailWebsite

Come experience a Maine sailing vacation aboard the historic Maine Windjammer, Schooner J.& E. Riggin. Enjoy 3, 4, or 6-day sailing getaway as your depart from Rockland Maine. A Maine culinary cruise that will take you past the spruce clad islands, unequaled rocky coastline and the legendary lighthouse dotted bays of Penobscot Bay.

Schooner Olad

P.O. Box 432, Camden, ME 04843 • 207-236-2323 • EmailWebsite

Let us be your Camden Maine Sailing Experience! Join us for a two-hour day sail or custom charter to enjoy all the beauties that Penobscot Bay has to offer such as its beautiful rocky shoreline, hidden mansions, small islands, lighthouses, seals, bald eagles, lobster boats, and other magnificent ships.

Schooner Stephen Taber

Captain Spear Dr.,, Rockland, ME 04841 • 207-594-4723 • EmailWebsite

With over 140 years under her keel and going strong, this Historic Maine Windjammer is a shining symbol of America's proud sailing heritage. Take your place in the Taber's family and let us show you the thrill, the warm camaraderie, and the dramatic beauty of our nation's finest windjammer cruising grounds.

Sea Ventures Charters

, Port Clyde, ME 04858 • 207-685-4693 • EmailWebsite

We offer custom, personalized charters aboard the 38-ft diesel-powered "Lady Anne". We specialize in dive trips, shark cage trips, sportfishing, and island cruises. We also offer commercial diving services, PADI SCUBA instruction, and powerboat delivery services. We work with our clients to plan a memorable trip for each group. We operate out of Port Clyde and from our own camp dock. We have acquired the…

Vessel Harvest Moon / Rockport Charters

Rockport Marine Park. 111 Pascal Avenue, Rockport, Me 04856 • 207 691 1066 • EmailWebsite

The Vessel Harvest Moon is a 36 ft Coast Guard inspected lobster cruiser based out of Rockport Marine Park. 17 passenger maximum. Indoor and outdoor seating. We offer public and private tours and transportation services throughout Penobscot Bay Region. Commercial marine services of diving, towing and moorings also available.

Filter Businesses

Narrow by City