The 10 Best Things to Do in Bailey Island, United States

December 21, 2017 Tynisha Seiler

Discover the best top things to do in Bailey Island, United States including Wolfe's Neck Woods State Park, H2Outfitters - Day Tours, Giant's Stairs Trail, Eagle Island State Park, Tevake Sailing Charters, Devil’s Back Trail, Land's End Gift Shop, Bailey Island Bridge (Cribstone Bridge), West Wind Lobster Tours, Marie L. Cruises.
Restaurants in Bailey Island

1. Wolfe's Neck Woods State Park

426 Wolfes Neck Rd, Freeport, ME 04032-5323 +1 207-865-4465
Excellent
69%
Good
25%
Satisfactory
4%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 354 reviews

Wolfe's Neck Woods State Park

Maine state park that offers a scenic walk along Casco Bay.

Reviewed By Janet D

We visited on a cool, sunny fall day when conditions were perfect for walking and enjoying the water views. It was too late in the season to see any ospreys, but the island nesting site was visible from the shore. We encountered a number of other visitors, some of whom were jogging, others walking a dog, and some who were there hoping for great pictures. It's a beautiful area.

2. H2Outfitters - Day Tours

1894 Harpswell Islands Rd, Orrs Island, ME 04066-2153
Excellent
92%
Good
8%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 24 reviews

H2Outfitters - Day Tours

Established in 1982, H2Outfitters has evolved from a whitewater instructional center to a powerhouse of sea kayak instruction on the East Coast. Located in Maine, it's a small company with a dedicated staff who not only teach but guide and lead trips up and down the Eastern seaboard, the Canadian Maritimes, and overseas as well. International destinations include Italy, Iceland, Ireland, Belize, Costa Rica, the Bahamas, and Japan. In fact, H2Outfitters has been recognized by National Geographic Adventure magazine for the two consecutive years that they selected "The Best Adventure Travel Companies on Earth", 2008 & 2009. H2O also offers stand up paddleboard, "SUP", instruction and, rentals for both boards and sea kayaks at it's magical location between Orr's and Bailey Islands, just 13 miles off of coastal route 1 in Maine. Located 2.5 hours from Boston and 6 hours from NYC, it's a convenient destination for a weekend get-a-way or a longer stay. The Harpswell Islands region offers an authentic "taste of Maine" with it's working fishing communities, clear waters, and multitude of islands just offshore. Lot's of history here too, from Harriet Beecher Stowe to Admiral Peary, there are many stories to tell. Wildlife abounds, with harbor seals, loons, bald eagles, and even the wayward porpoise or whale providing the live entertainment at water's eye level! H2O's signature programs include 3 hour tours, day tours and the ever popular sunset excursions around the islands. Some interesting overnight trips can be arranged from island camping adventures to inn-to-inn paddling trips...serious fun! Owners Cathy Piffath and Jeff Cooper have international reputations of excellence and inspire their staff to be the very best at what they do...please join the H2Outfitters team for a wonderful paddling experience.

Reviewed By Porfirio_Diaz - Princeton, NJ

My father and I had a terrific August 2015 trip on the Saguenay Fjord (Quebec) with Cathy and new staff member Will. Whales and seals galore, great company, and beautiful weather at each end of our trip. Learn enough French ahead of time to communicate with marine mammals and to read pit toilet instructions.

A very sound investment and highly recommended!

3. Giant's Stairs Trail

Washington Ave, Bailey Island, ME
Excellent
68%
Good
27%
Satisfactory
3%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 105 reviews

Giant's Stairs Trail

Reviewed By SnowyShasta - Portland, Oregon

We brought our kids here and they enjoyed the stop! We parked at the Episcopal Church on Washington Street, which had about 4 spots (we snagged the last one). From there it's a short walk to the end of the street, then a turn onto the path to Giant's Stairs. It isn't long, maybe a quarter of a mile. At the end there are the stairs themselves as well as several other rocky areas and formations. My sons had fun climbing around on the rocks. I enjoyed seeing the pretty ocean views. This was also a great excuse for us to detour to Bailey Island as we were driving up the Maine coast - the entire journey had stunning views and we greatly enjoyed it.

4. Eagle Island State Park

Access by ferry from Dolphin Marina or water taxis in Portland, Maine, Harpswell, ME +1 207-624-6080
Excellent
95%
Good
5%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 19 reviews

Eagle Island State Park

This state park is the former home of Arctic explorer Robert Peary.

Reviewed By Ken H - Lake Elmore, Vermont

We ended up going to Eagle Island on a seal watch cruise. We hadn't even seen the blurb about visiting Eagle Island so we weren't aware of the stop there. I have sled dogs here in Vermont and have read many books on arctic exploration so I'm very aware of Perry's exploits. I found the tour of his old family home and island to be extremely interesting and a wonderful surprise. We used the self guided tour which provided a lot of information about Perry as well as his family and the home that he built there on Eagle Island. The island itself is beautiful.

5. Tevake Sailing Charters

Garrison Cove Rd., Bailey Island, ME 04003
Excellent
99%
Good
0%
Satisfactory
1%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 69 reviews

Tevake Sailing Charters

Full day, Half day, Two Hour DAY SAILS for up to six people. Call for details (207)841-9125. Join your Captains Bethany & Perry, at the end of Garrison Cove Road on Bailey Island, Maine.You can help set the sails or sit back and relax as we coast through the sparkling green waters of Casco Bay.Make our 1970 Mariner 31 your home for the day. We take care of the details.

Reviewed By napagirl2 - New York City, New York

I would highly recommend this to anyone. What a beautiful ship, great owners and fabulous scenery. You can't go wrong. Captains Perry and Bethany are the nicest people and are great sailors. No worries for anyone who is new to sailing. They are very experienced and you are in great hands. What a relaxing, beautiful time we had. 2 hours was not enough. I think the price is fabulous. They do 2, 4 or 6 hour tours. They also do a sunset cruise and some overnight camping trips so check their website. Sometimes their small children come along. Margaret is an adorable 4 year old who already has her sea legs. Calypso is a toddler but she loves the water and isn't afraid of anything. A true Maine experience that should not be missed. Bethany even served fruit and homemade bread. I can't wait to do this again the next time I am on Bailey Island.

6. Devil’s Back Trail

Harpswell Island Rd, Orrs Island, ME
Excellent
51%
Good
16%
Satisfactory
33%
Poor
0%
Terrible
0%
Overall Ratings

4 based on 6 reviews

Devil’s Back Trail

Reviewed By WilsonP - Lancaster, New Hampshire

Located right off Route 24, there is a dirt parking area and trails on both sides of the highway. It's just a short walk through the woods to Long Cove on one side and Gun Point Cove on the other.

7. Land's End Gift Shop

2391 Harpswell Islands Rd, Bailey Island, ME 04003-2614 +1 207-833-2313
Excellent
59%
Good
30%
Satisfactory
11%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 108 reviews

Land's End Gift Shop

Lands End Gift Shop is situated at the end of beautiful Bailey Island Maine. Sit on the rocky coastline to enjoy beautiful views while the cool, ocean breeze refreshes your senses with the smell of salty air. The shop features over 7000 square feet of unique items. This third generation family business has been supporting other Maine businesses for over 59 years. We currently have over 85 Maine made crafters to choose from as well as many Made in the USA merchandise. Keeping prices as reasonable as possible is a top priority.

Reviewed By gardengirl33909 - Cape Coral, Florida

We spent several lovely hours on the deck of this gorgeous spot, just sitting in Adirondack chairs, enjoying the breeze, and people watching. They have reasonably priced souvenirs and t-shirts, Maine crafts, and the best store bought fudge I have ever had. Incredibly beautiful view makes the whole experience outstanding!

8. Bailey Island Bridge (Cribstone Bridge)

Bailey Island, ME 04330 +1 207-774-7871
Excellent
61%
Good
34%
Satisfactory
5%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 76 reviews

Bailey Island Bridge (Cribstone Bridge)

Bridge connecting Bailey and Orrs islands.

Reviewed By MassachusettsTravels

This bridge is an engineering feat. There's something romantic about it, too - the architecture, the setting, the natural beauty around it. Enjoy some great coffee and scones at the Salt Cod Cafe on the Orrs Island side and enjoy the view!

9. West Wind Lobster Tours

Garrison Cove Road, Cook's Lobster House, Bailey Island, ME 04003
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 12 reviews

West Wind Lobster Tours

Let's go lobstering on a real 30' Maine Lobster Boat! Watch while licensed Captain and Registered Maine Guide Jay McGowen hauls traps and see firsthand what we catch. We'll talk about the history of lobstering while the traps are baited and reset. Learn how lobsters live, grow, and eat. On the way we will watch for seals, porpoises and a variety of sea birds. Private or semi-private charters.

Reviewed By GEORGE H - Epping, New Hampshire

My family has been going to Maine for years on vacation and this trip was something I wish we would have found a long time ago. With my wife and my son and our grandson all waiting at the dock @ Cook’s (very easy to find and access) we met Captain Jay and boarded the lobster boat. From the moment we stepped on the boat Captain Jay had both boys’ full attention and the learning experience was underway. From wood traps of old to the modern traps of today we pulled and baited traps and of course caught many lobsters. One of the last traps we pulled we brought up a female (yes you will learn the difference) that was estimated to be 7-8lbs and 50+ years old. Captain Jay was even a bit surprised at size of this catch! Just a great time and really was a special day.

10. Marie L. Cruises

515 Basin Point Rd, Harpswell, ME 04079-3450
Excellent
75%
Good
0%
Satisfactory
25%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 4 reviews

Boat cruise to beautiful and historic Eagle Island State Park onboard the Marie L.

Reviewed By Colin M - Portland, Maine

I really enjoyed going on the Marie L., and visiting Eagle Island. My family and I took the 10AM boat out to Eagle Island, and spent around 2 hours out there exploring the island. It was beautiful out there, and the entire family enjoyed the trip.

The Captain on the boat was very friendly and gave us some good recommendations and other things to do in and around Maine.

We highly recommend this trip if you are visiting Maine, or if you live here and have never visited Eagle Island!

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