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Best results for

Water Activities in Baileys Harbor, WI

Showing 1-24 of 40 results
Door County Shipwreck & Pictograph Kayak Tour

Door County Shipwreck & Pictograph Kayak Tour

Paddle past a historic shipwreck and Door County's tallest bluff

5.0 • 91 reviews
$110/ person
1-Day Kayak Rental in Door County

1-Day Kayak Rental in Door County

Choose a kayak style that suits your plans

4.9 • 999 reviews
$123/ kayak
Tall Ship Charter in Sister Bay

Tall Ship Charter in Sister Bay

Sail Door County aboard a registered tall ship

4.9 • 440 reviews
$62& up
Cruise Sturgeon Bay on a 23' Pontoon Rental
Up to 10

Cruise Sturgeon Bay on a 23' Pontoon Rental

Rent a 23' deluxe pontoon for up to 10 people in Sturgeon Bay

4.5 • 93 reviews
$225& up
6-Passenger Sailing Cruise in Sister Bay

6-Passenger Sailing Cruise in Sister Bay

Sail aboard a modern Cal40 with day, sunset, and private options

4.9 • 440 reviews
$62/ person
16' Runabout Boat Rental in Sturgeon Bay
Up to 4

16' Runabout Boat Rental in Sturgeon Bay

Take the helm of a classic runabout for a flexible day on the water

4.5 • 93 reviews
$366/ boat
Private 37' Party Pontoon Cruise in Sturgeon Bay
Up to 28

Private 37' Party Pontoon Cruise in Sturgeon Bay

Rent a private party pontoon with bar seating and a dance floor

4.5 • 93 reviews
$1,013& up
Ride a Jet Ski in Sturgeon Bay

Ride a Jet Ski in Sturgeon Bay

Rent a jet ski in Sturgeon Bay for up to 2 riders

4.5 • 93 reviews
$101& up
Kayak Rental in Sturgeon Bay

Kayak Rental in Sturgeon Bay

Paddle Sturgeon Bay on a single kayak for 2, 4, or 8 hours

4.5 • 93 reviews
$23/ kayak
24' Pontoon Rental in Sturgeon Bay
Up to 12

24' Pontoon Rental in Sturgeon Bay

Cruise Sturgeon Bay’s waterfront, bridges, and nearby fishing spots on a dog-friendly pontoon

4.5 • 93 reviews
$152/ boat
22' Pontoon Rental in Sturgeon Bay
Up to 8

22' Pontoon Rental in Sturgeon Bay

Cruise Sturgeon Bay’s waterfront on a dog-friendly pontoon

4.5 • 93 reviews
$152/ boat
22' Fishing Pontoon Rental in Sturgeon Bay

22' Fishing Pontoon Rental in Sturgeon Bay

Fish, cruise, and relax aboard a dog-friendly pontoon

4.5 • 93 reviews
$225/ boat
Sturgeon Bay 19' Speedboat Rental
Up to 6

Sturgeon Bay 19' Speedboat Rental

Open-bow cruising for family days, sunset rides, and time on Sturgeon Bay

4.5 • 93 reviews
$208/ boat
Sturgeon Bay 16' Fishing Boat Rental
Up to 3

Sturgeon Bay 16' Fishing Boat Rental

Fish Sturgeon Bay for bass, walleye, pike, trout, and perch

4.5 • 93 reviews
$107/ boat
14' Hobie Sailboat Rental in Sturgeon Bay
Up to 4

14' Hobie Sailboat Rental in Sturgeon Bay

Set sail on Sturgeon Bay with room for your crew

4.5 • 93 reviews
$84/ boat
27' Pontoon Boat Rental in Sturgeon Bay
Up to 8

27' Pontoon Boat Rental in Sturgeon Bay

Cruise Sturgeon Bay with an upper deck, water slide, and room to relax

4.5 • 93 reviews
$338& up
Sturgeon Bay 27' Funship Pontoon Rental
Up to 11

Sturgeon Bay 27' Funship Pontoon Rental

Cruise Sturgeon Bay from an upper deck with a water slide

4.5 • 93 reviews
$338/ boat
Sail Sturgeon Bay on a 24' Hunter Rental
Up to 6

Sail Sturgeon Bay on a 24' Hunter Rental

Take the helm of a 24-foot Hunter for a day on Sturgeon Bay

4.5 • 93 reviews
$197/ boat
16' Sailboat Rental in Sturgeon Bay
Up to 6

16' Sailboat Rental in Sturgeon Bay

Sail Sturgeon Bay past the working waterfront and three bridges

4.5 • 93 reviews
$96/ boat
Sturgeon Bay Tandem Kayak Rental

Sturgeon Bay Tandem Kayak Rental

Paddle Sturgeon Bay’s channel past waterfront views and three bridges

4.5 • 93 reviews
$34/ kayak
Guided Cave Kayak Tour in Door County

Guided Cave Kayak Tour in Door County

Paddle Door County sea caves on a fully guided Lake Michigan kayak tour

5.0 • 493 reviews
$72/ person
Lake Michigan Cave Kayak Tour at Cave Point County Park

Lake Michigan Cave Kayak Tour at Cave Point County Park

Paddle Lake Michigan’s rocky shoreline to the Cave Point sea caves

4.9 • 999 reviews
$87/ person
Explore Cave Point on a 2-Hour Kayak Tour

Explore Cave Point on a 2-Hour Kayak Tour

Paddle the Lake Michigan shoreline to see Cave Point caves and cliffs

4.9 • 106 reviews
$79/ person
Guided Rock Island Kayak Tour

Guided Rock Island Kayak Tour

Paddle to Rock Island for natural history, a shoreline lunch and a beach swim

5.0 • 91 reviews
$195/ person
12

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.

Baileys Harbor Things To Do
Segway Tours25Kayaking Tours16Boat Rentals15Sailing4