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Best results for

Sailing in Kittery, ME

Showing 1-17 of 17 results
Half-Day Sailing Tour on Saco Bay

Half-Day Sailing Tour on Saco Bay

Sail longer and see more of Saco Bay on a half-day trip

5.0 • 430 reviews
$256/ person
Private Wedding Boat Charter from Perkins Cove, Ogunquit

Private Wedding Boat Charter from Perkins Cove, Ogunquit

Make a private sailboat the setting for your wedding

$721/ boat
Cruise the Saco River & Saco Bay on a 2-Hour Sail

Cruise the Saco River & Saco Bay on a 2-Hour Sail

Sail Maine’s coast in a small group of 6 or fewer

5.0 • 430 reviews
$127/ person
Private Half-Day Sailing Charter in Ogunquit, Maine

Private Half-Day Sailing Charter in Ogunquit, Maine

Sail Maine's coast with the option to anchor for a swim

$1,325
3-Hour Guided Sailing Cruise in Kennebunkport

3-Hour Guided Sailing Cruise in Kennebunkport

Sail the Saco River and Saco Bay in a small group

5.0 • 430 reviews
$192/ person
Scenic Sailing Cruise from Perkins Cove, Ogunquit

Scenic Sailing Cruise from Perkins Cove, Ogunquit

Let the wind shape your journey along Maine's coast

$58/ person
Private Ash Scattering Burial at Sea in Ogunquit

Private Ash Scattering Burial at Sea in Ogunquit

Create a personal farewell at sea with a private boat and crew

$721
Private Boat Charter from Perkins Cove, Ogunquit

Private Boat Charter from Perkins Cove, Ogunquit

Share a private sail with your own group

$700
Midday Sailing Cruise in Kennebunkport

Midday Sailing Cruise in Kennebunkport

Sail Kennebunkport at midday with a local captain, public or private

4.9 • 312 reviews
$90/ person
Sail a 2-Hour Sunset Cruise in Kennebunkport

Sail a 2-Hour Sunset Cruise in Kennebunkport

Sail into the evening with a small-group sunset cruise

5.0 • 430 reviews
$138/ person
Sunset Sail from Perkins Cove in Ogunquit

Sunset Sail from Perkins Cove in Ogunquit

Lounge on deck or lend a hand with the sails

5.0 • 180 reviews
$80/ person
Private Sailing Lesson in York

Private Sailing Lesson in York

Tailored one-on-one instruction for first sails, returning sailors, and J/22 certification prep

5.0 • 9 reviews
$159
Sail to Wood Island Lighthouse Tour From Kennebunkport

Sail to Wood Island Lighthouse Tour From Kennebunkport

Sail to Wood Island and tour inside the lighthouse and keeper’s house

5.0 • 430 reviews
$395/ person
Sail Kennebunkport Coastline With Wine Tasting

Sail Kennebunkport Coastline With Wine Tasting

Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting

4.9 • 312 reviews
$178/ person
4-Hour Sunset Sailing Cruise in Kennebunkport

4-Hour Sunset Sailing Cruise in Kennebunkport

Sail for 4 hours at sunset with room to spread out

5.0 • 430 reviews
$299/ person
1.5-Hour Morning Sailing Cruise in Kennebunkport

1.5-Hour Morning Sailing Cruise in Kennebunkport

Sail Kennebunkport with options to relax or take the helm

4.9 • 312 reviews
$90/ person
Sunset Sail Cruise in Kennebunkport

Sunset Sail Cruise in Kennebunkport

Sail into the evening light along Kennebunkport’s rocky coast

4.9 • 312 reviews
$122/ person
Kittery Things To Do
SailingFishing Charters17Boat Tours15Bike Tours10Bike Rentals8
More
  • Private Fishing Charters8
  • Guided Hikes5
  • Farm Visits4
  • Kayaking Tours4
  • Whale Watching4
  • Yoga3
  • Zip Lining3