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The ULTIMATE Guide to Southern Maine Coast Boating Excursions | Sailing, Fishing, & Sightseeing

Looking for a new way to experience Maine? Book some Southern Maine Coast boating adventures this year!

Southern Maine’s stunning coastline boasts a diverse range of fishing, boating, and sailing opportunities. Its charming harbors, sandy beaches, and rugged shoreline attract visitors from all over, eager to explore the region’s waters.

There’s also a tremendous amount of history to explore, and listening to experienced locals talk about the region is one of the best ways to learn about what life is like not only today but also many years ago.

Why not experience all of this while traversing the bays and coves that make such beautiful views from Maine cities and towns? For an unforgettable maritime adventure, check out where to book the best Southern Maine Coast boating excursions — from fishing to sailing to sightseeing tours.

Featured Attractions

Kayak Excursions | Kennebunkport 207-204-8888 | PO Box 2643, Kennebunkport, Maine
Kayak Excursions is a full-service kayak, paddle board, and bike company based in Kennebunkport, Maine, and serving Southern Maine from York to Portland. Kayak, SUP, and bike rentals are delivered to your choice launch location or vacation rental, and guided tours depart from various locations in southern Maine. Learn More
Silverlining Sailing-Ogunquit
Silverlining Sailing | photo via quick_whitted

Maine Striper Guide


Maine Striper Guide specializes in striped bass fishing. The tours are led by an expert angler with years of experience, and he will guide you to the best fishing spots and share his wealth of knowledge to enhance your chances of a successful catch.

This guided fishing experience is perfect for those who want to target striped bass and learn from a local expert. If your ideal vacation to this region involves plenty of fishing, this could be the best opportunity for you.

Seafari Charters


Based in Kittery, Seafari Charters offers customized fishing, sightseeing, and lobstering tours. With a knowledgeable captain and a comfortable vessel, you can enjoy a personalized maritime experience tailored to your interests.

Whether you’re an avid angler or a first-time lobsterman, Seafari Charters promises a memorable day on the water. Don’t miss out on an opportunity to learn more about what life is like for people who catch the lobster that goes into your delicious lunch or dinner.

G Cove Charters-York Harbor
G Cove Charters | photo via gcovecharters

G Cove Charters

York Harbor

Operating out of York Harbor, G Cove Charters specializes in different types of fishing for striped bass, bluefish, and other local species. The tour leader is a seasoned fisherman with a passion for teaching and sharing his knowledge with others.

Whether you’re an experienced fisherman or new to the sport, G Cove Charters promises a fun and educational day on the water. Do you want to learn more about what it takes to catch fish out on the open water? Consider signing up for a tour opportunity today.

Finestkind Scenic Cruises


Departing from the charming Perkins Cove in Ogunquit, Finestkind Scenic Cruises offers a wide range of cruises to suit every preference. From insightful lobstering trips and picturesque lighthouse tours to relaxing family cruises, there’s something for everyone.

The knowledgeable crew provides informative and entertaining commentary on the region’s history, marine life, and natural beauty. With several daily departures and a fleet of well-maintained vessels, Finestkind Scenic Cruises is a top choice for anyone seeking a memorable maritime experience.

Bunny Clark Deep Sea Fishing-Ogunquit
Bunny Clark Deep Sea Fishing | photo via christiholmes

Bunny Clark Deep Sea Fishing


Embrace the excitement of deep-sea fishing with Bunny Clark Deep Sea Fishing, operating out of Ogunquit. With an experienced crew and a well-equipped vessel, you’ll venture to the best fishing spots in search of cod, haddock, pollock, and other deep-sea species.

Regardless of your skill level, you will have an opportunity to catch a variety of fish. Bunny Clark’s crew is dedicated to providing a safe and enjoyable experience, ensuring that both novices and seasoned anglers have a memorable day on the water.

Silverlining Sailing


Sail the beautiful waters of Boothbay Harbor with Silverlining Sailing, a small, intimate sailing company that provides a variety of sailing excursions.

The knowledgeable crew will guide you through the region’s waters, offering stunning views of the coastline and surrounding islands. Choose from cruises and sails at different times, and tailor them to best suit your schedule and preferences.

First Chance Whale Watch-Kennebunk
First Chance Whale Watch | photo via art.in.the.pool

First Chance Whale Watch


Located in the picturesque town of Kennebunk, First Chance Whale Watch provides an extraordinary whale-watching experience. With seasoned captains and a knowledgeable crew, you’ll have the opportunity to witness the majestic beauty of whales, dolphins, and other marine life in their natural habitat.

Additionally, First Chance cruises offer amazing views, allowing you to soak in the awe-inspiring Southern Maine Coast. Its spacious, comfortable vessel ensures a smooth and enjoyable ride for all. If you are looking for a well-rounded experience, this may be the best option available.

New England Eco Adventures

Kennebunk, Kennebunkport, & Portland

Discover the enchanting coast of Southern Maine with New England Eco Adventures. Offering a range of sightseeing and wildlife cruises, passengers have the opportunity to observe seals, ospreys, and other marine animals in their natural habitat.

The tours offer an engaging and informative experience while enjoying the serene beauty of the coastline. If you would like to learn more about the unique wildlife that lives in the local area, sign up for one of these tours.

New England Eco Adventures-Kennebunk, Kennebunkport, & Portland
New England Eco Adventures | photo via kochjamie

The Libreti Rose II


Operating from the scenic Kennebunk River, The Libreti Rose II provides private fishing charters for parties of various sizes. The experienced crew will guide you through a day of fishing for striped bass, bluefish, and mackerel.

With comfortable seating, top-notch fishing gear, and a knowledgeable crew, The Libreti Rose II is an excellent choice for a fun and relaxing day of fishing with friends or family. If you are interested in checking out one of the top fishing adventures in the region, you may want to explore The Libreti Rose II.

Trina Lyn Fishing Charters


For a thrilling fishing adventure, look no further than Trina Lyn Fishing Charters based in Saco. The captain is a seasoned fisherman, and this company offers private fishing charters targeting striped bass, bluefish, and mackerel.

These excursions cater to anglers of all ages and skill levels, ensuring a fun and satisfying experience for everyone on board. With top-of-the-line equipment and expert guidance, you’re sure to reel in a catch worth bragging about and fixing for dinner.

Maine Tuna Fishing


For the ultimate offshore fishing adventure, look no further than Maine Tuna Fishing. Based in Saco, it specializes in guided fishing charters, targeting bluefin tuna, sharks, and other offshore species.

With a knowledgeable and experienced crew, top-of-the-line equipment, and a passion for fishing, the crew delivers an adrenaline-fueled experience that you won’t soon forget. What do you think you will catch if you sign up for an adventure?

Casco Bay Custom Charters-South Portland
Casco Bay Custom Charters | photo via liveandletcraft

Portland Private Harbor Tours

South Portland & Portland

Discover the beauty of Southern Maine’s coastline with Portland Private Harbor Tours based in Portland. Offering some of the best tours in the region, you can explore the picturesque harbors, historic lighthouses, and marine wildlife of the region.

If you are looking for a lobster cruise, you can sign up for one of those as well. You will even have an opportunity to check out some of the island forts in the region. Casco Bay has a lot to offer, and with this option, you are in control of exactly what you see.

If you aren’t exactly sure what you are looking for, that is fine too! The crew is happy to set you up with the best tour opportunity.

Casco Bay Custom Charters

South Portland

For a personalized maritime experience, Casco Bay Custom Charters offers bespoke fishing and sightseeing excursions in the stunning Casco Bay region. Tailor your trip to include fishing adventures, lighthouse tours, island hopping, or sunset cruises — all designed around your interests.

Plenty of choices are available, so you can customize your trip to meet your needs. The experienced crew will ensure that your day on the water is both enjoyable and memorable, providing the ultimate Maine coast experience.

Portland Schooner Company


Step back in time as you set sail on a historic schooner with the Portland Schooner Company. This is your opportunity to explore the local area on a boat that is modeled after those that used to roam the waters hundreds of years ago.

Offering a range of sailing trips around Casco Bay, you’ll have the opportunity to explore Maine’s rich maritime heritage while marveling at the beautiful coastal scenery. Relax on deck as the skilled crew navigates the vessel, or lend a hand hoisting the sails if you’re feeling adventurous.

Portland Schooner Company’s tours provide a unique and unforgettable way to experience the Southern Maine Coast’s maritime charm. 

Sail Portland Maine-Portland
Sail Portland Maine | photo via dailydoseofchristina

Sail Portland Maine


Sail Portland Maine offers a variety of charters and tours to explore everything that Casco Bay has to offer. Join one of the guided tours to discover hidden coves, historic lighthouses, and abundant marine life.

You may not realize just how much marine life lives underneath the surface. The experienced guides and well-maintained boats ensure a safe and enjoyable adventure for all ages.

Lucky Catch Cruises


Located in Portland, Lucky Catch Cruises offers a unique hands-on lobstering experience that the whole family will enjoy. You will learn about the lobster industry, help haul lobster traps, and even have the option to purchase the catch at the end of the trip.

In addition to lobstering, Lucky Catch offers scenic harbor cruises, showcasing the beauty of Casco Bay and Portland’s waterfront. There are plenty of options available, including a Southern Maine Coast boating excursion with a lobster bake.

Finestkind Scenic Cruises-Ogunquit-Lobster
Finestkind Scenic Cruises | photo via nicoleshepherdpeterson

Maine Duck Tours


For unique entertainment, Maine Duck Tours offers amphibious tours departing from Portland. Explore the city’s historic streets and then splash into Casco Bay for a scenic harbor cruise.

With lively commentary from the crew, this company provides a fun-filled and educational experience suitable for all ages. These Southern Maine Coast boating adventures are seasonal, so call ahead for availability during your visit.

Odyssey Whale Watch


Embark on an unforgettable whale-watching adventure with Odyssey Whale Watch, departing from Portland. The knowledgeable staff and spacious vessel provide the perfect platform for observing whales, dolphins, and other marine life in their natural environment.

With a commitment to conservation and education, Odyssey Whale Watch delivers an inspiring and enjoyable experience for all ages. Just make sure that you dress warmly, as it might be a bit windy once you get out on the water.

Silverlining Sailing-Ogunquit
Silverlining Sailing | photo via russellholman

Casablanca Cruises


If you are looking for an experience that is tailored for young adults, then you may want to check out the opportunities provided by Casablanca Cruises. There are plenty of concert cruises available, and they are reserved for people 21 years of age and older.

Casablanca Cruises always serves a variety of food and beverages, and you will get the chance to not only check out the local area but also be entertained along the way. Reach out ahead of time to learn more.

Seacoast Tours of Freeport

South Freeport

Located in South Freeport, Seacoast Tours of Freeport offers a range of fishing charters, sightseeing tours, and boat rentals. With experienced captains and well-maintained vessels, you can explore the region’s fishing grounds, picturesque harbors, and oyster farms.

The company provides a versatile and enjoyable experience for visitors looking to experience the best of Southern Maine’s maritime activities. If you are looking for a nice mix of opportunities, consider reaching out to see what is available.

Seaspray Kayaking


Discover the beauty of Southern Maine’s coastline and waterways with Seaspray Kayaking. Offering guided kayak tours, rentals, and instruction, Seaspray caters to paddlers of all skill levels.

The local, experienced guides will lead you on a journey through picturesque harbors, estuaries, and islands, providing a unique perspective of the region’s natural beauty. You may not realize just how scenic the local area is, but you will get a different perspective as soon as you climb into one of the kayaks.

Casco Bay Custom Charters-South Portland
Casco Bay Custom Charters | photo via liveandletcraft

Get Ready to Explore Southern Maine Coast Boating, Fishing, & Sailing

Southern Maine’s captivating coastline is a haven for fishing, boating, and sailing enthusiasts. With a plethora of experienced and reputable tour companies, there is no shortage of opportunities to embark on an unforgettable maritime adventure.

From deep-sea fishing and lobstering to island exploration and whale watching, Southern Maine offers a diverse range of experiences that cater to all interests and skill levels. It can be as active or as relaxed as you want, and the opportunities are nearly endless.

Keep in mind that there is a lot to do on land as well. You may want to check out some of the best local restaurants or attend some of the local festivals. Don’t forget to find a place to stay as well. Since Southern Maine can be popular during the warmer months, book your stay as early as you can.

So, pack your bags, gather your friends and family, and set sail on a journey that you’ll cherish for a lifetime.

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