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Best results for

Water Activities in Kennebunk, ME

Showing 25-48 of 112 results
Portland 5-Hour Kayak & SUP Rental

Portland 5-Hour Kayak & SUP Rental

Paddle Portland’s East End waterfront by kayak or stand-up paddleboard

4.9 • 939 reviews
$48& up
Casco Bay Sunset Lighthouse Cruise from Portland, Maine

Casco Bay Sunset Lighthouse Cruise from Portland, Maine

Sail Casco Bay at dusk with lighthouse views and live narration

4.8 • 818 reviews
$85/ person
Lighthouse & Civil War Fort Cruise in Portland, Maine

Lighthouse & Civil War Fort Cruise in Portland, Maine

See Portland Harbor lighthouses, forts, and Diamond Pass from the water

4.8 • 818 reviews
$72/ person
Portland Sunset Sailing Cruise

Portland Sunset Sailing Cruise

Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

$101/ person
Kennebunk Deep Sea Fishing Charter

Kennebunk Deep Sea Fishing Charter

Fish 20 miles offshore with a multigenerational New England captain

$101/ person
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
Portland Fall Foliage Charter

Portland Fall Foliage Charter

See Portland's coast during New England's fall color season

5.0 • 130 reviews
$166
Kennebunk Deep Sea Fishing Charter

Kennebunk Deep Sea Fishing Charter

Fish offshore with a private boat, licensed captain and mate

$1,908
Portland Harbor Cruise Past Fort Gorges

Portland Harbor Cruise Past Fort Gorges

Cruise Casco Bay’s lighthouse-lined coast aboard a Maine-built lobster yacht

$90/ person
Private Sailing Charter on Saco Bay, Maine

Private Sailing Charter on Saco Bay, Maine

Reserve the boat for an intimate Maine coast sail with your own group

5.0 • 430 reviews
$694& up
Private Casco Bay Yacht Charter

Private Casco Bay Yacht Charter

Make Casco Bay your own with a crewed yacht for your group

$1,272& up
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
Sunset Cruise to Perkins Cove From Kennebunk

Sunset Cruise to Perkins Cove From Kennebunk

Cruise to Perkins Cove, then explore its shops, restaurants, and Marginal Way at your own pace

$42/ person
Private Lobstering & Sunset Cruise in Saco, Maine

Private Lobstering & Sunset Cruise in Saco, Maine

Work lobster traps and cruise Saco Bay at sunset on a private boat for up to 6

5.0 • 430 reviews
$587& up
2-Hour Sailing Lesson in Saco

2-Hour Sailing Lesson in Saco

Build confidence on the water with a lesson shaped around your goals

5.0 • 430 reviews
$801& up
Private 3-Hour Lighthouse Cruise in Portland

Private 3-Hour Lighthouse Cruise in Portland

Explore Casco Bay’s lighthouses, islands, and waterfront by private powerboat

5.0 • 430 reviews
$801& up
Private 4-Hour Casco Bay Lighthouse Cruise

Private 4-Hour Casco Bay Lighthouse Cruise

Choose your own Casco Bay route, from island scenery to lighthouse views

5.0 • 430 reviews
$1,065& up
Private Sailing Charter on Saco Bay, Maine

Private Sailing Charter on Saco Bay, Maine

Sail the Saco River and Maine coast on your own private boat

5.0 • 430 reviews
$941& up
Portland Head Light & Casco Bay Lighthouse Cruise

Portland Head Light & Casco Bay Lighthouse Cruise

Cruise Casco Bay with a small group and see lighthouses, islands, and coastal wildlife

5.0 • 430 reviews
$209/ person
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
Sunset Sailing Charter in Kennebunkport

Sunset Sailing Charter in Kennebunkport

A private evening sail with ocean sunset views

5.0 • 430 reviews
$801/ boat
4-Hour Sailing Lesson in Saco

4-Hour Sailing Lesson in Saco

Build sailing confidence with a lesson tailored to your experience and goals

5.0 • 430 reviews
$1,279& up
Private 2-Hour Fishing Charter in Kennebunkport

Private 2-Hour Fishing Charter in Kennebunkport

Fish close to shore with your private captain, up to 6 guests

5.0 • 430 reviews
$694& up
4-Hour Sailing Charter in Saco Bay

4-Hour Sailing Charter in Saco Bay

Sail Saco Bay with island, river, and coastal route options

5.0 • 430 reviews
$1,172& up
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Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Kennebunk Things To Do
Boat Tours46Sailing26Bike Rentals15Kayaking Tours13Bike Tours11
More
  • Private Fishing Charters6
  • Fishing Charters5
  • Historical Tours5
  • Trolley Tours5
  • Yacht Charters5
  • Brewery Tours3
  • Guided Hikes3
Speed Boating
3
  • Sunrise and Sunset Tours3
  • Whale Watching3