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Top 10 Best Maine Sailing Trips

Found 27 Sailing Trips activities in Maine. Sort by Popularity. - Page 2
 

Portland Tall Ship Private Charter on Casco Bay

(4.2 of 5 reviews)

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. ... More

Free Cancellation
Private Tour
Start From $1,065.85
 
Portland Tall Ship Private Charter on Casco Bay

Portland Tall Ship Private Charter on Casco Bay

  • Maine
  • Exellent5 reviews4.2

What better way to see the delights than in the style of a private charter for you and five friends ....

    Free Cancellation
    Private Tour
    Start From $1,065.85
 
 

Discover Maine's Coastal Charms: Half-Day Scenic Sail

(5 of 3 reviews)

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their hidden sec... More

Free Cancellation
Private Tour
Start From $259.00
 
Discover Maine's Coastal Charms: Half-Day Scenic Sail Likely to Sell Out

Discover Maine's Coastal Charms: Half-Day Scenic Sail

  • Maine
  • Superb3 reviews5

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day ex....

    Free Cancellation
    Private Tour
    Start From $259.00
 
 

Casco Bay: Private Afternoon Charter on Heart's Desire

(4 of 1 review)

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten. Ride aboard Heart's Desire: designed by famed yacht designer - John... More

Free Cancellation
Private Tour
Start From $650.00
 
Casco Bay: Private Afternoon Charter on Heart's Desire Likely to Sell Out

Casco Bay: Private Afternoon Charter on Heart's Desire

  • Maine
  • Very Good1 review4

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special ....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

2 Hour Private Morning Charter on Heart's Desire in Casco Bay

(4 of 1 review)

Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire is 100 y... More

Free Cancellation
Private Tour
Start From $550.00
 
2 Hour Private Morning Charter on Heart's Desire in Casco Bay Likely to Sell Out

2 Hour Private Morning Charter on Heart's Desire in Casco Bay

  • Maine
  • Very Good1 review4

Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet....

    Free Cancellation
    Private Tour
    Start From $550.00
 
 

Private Sightseeing Charter in Frenchman Bay

(4.2 of 5 reviews)

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore the Porcupine Islands and Egg Rock. See beautiful views of Acadia National Park from the sea. Learn some history of coastal Maine a... More

Free Cancellation
Private Tour
Start From $700.00
 
Private Sightseeing Charter in Frenchman Bay Likely to Sell Out

Private Sightseeing Charter in Frenchman Bay

  • Maine
  • Exellent5 reviews4.2

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore t....

    Free Cancellation
    Private Tour
    Start From $700.00
 
 

Casco Bay Sailing Escape: Half Day Custom Boat Charter

(4.2 of 5 reviews)

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully ... More

Free Cancellation
Private Tour
Start From $199.00
 
Casco Bay Sailing Escape: Half Day Custom Boat Charter Likely to Sell Out

Casco Bay Sailing Escape: Half Day Custom Boat Charter

  • Maine
  • Exellent5 reviews4.2

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, r....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Science Under Sail Coastal Ecology Adventure in Maine

(4.2 of 5 reviews)

Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology of Maine with a science educator from Herring Gut Coastal Science Center. The adventure begins in Rockland Harbor and takes you p... More

Free Cancellation
Private Tour
Start From $103.00
 
Science Under Sail Coastal Ecology Adventure in Maine Likely to Sell Out

Science Under Sail Coastal Ecology Adventure in Maine

  • Maine
  • Exellent5 reviews4.2

Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology....

    Free Cancellation
    Private Tour
    Start From $103.00
 
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