Can I bring my pet on the sail?

Yes, All Hands Sailing welcomes pets on board so your furry friends can enjoy the adventure with you.

Do I need sailing experience to join?

No prior experience is necessary; licensed captains guide the trip and guests can choose to participate or relax.

What should I wear for the sail?

Dress in layers and wear non-slip shoes; bring wind and water-resistant clothing depending on the season.

Is food or drink provided?

Water is recommended to bring along; please bring your own snacks if desired as refreshments are not provided.

What happens if the weather is bad?

Trips may be rescheduled or canceled due to unsafe conditions; All Hands Sailing prioritizes your safety.

How many people are on a private sail?

Private sails are reserved exclusively for your group, creating an intimate and customizable experience.

Private Bayfield Gateway Sail Adventure in Wisconsin | Private | Sailing

Adventure Brief

Enjoy a private 2.25-hour sailing adventure in Bayfield, Wisconsin, exploring the stunning Apostle Islands with licensed captains and your pets by your side. Whether you want to relax or actively sail, this trip offers unforgettable Great Lakes views.

2–3 hours

easy

From $512.90

Set sail on a private 2.25-hour journey with All Hands Sailing in Bayfield, Wisconsin, the gateway to the Apostle Islands. This experience offers an incredible blend of relaxation and hands-on sailing guided by licensed captains, making it perfect for both newcomers and seasoned sailors. Drift across the sparkling waters of Lake Superior while savoring breathtaking views of the Apostle Islands’ rugged shoreline. This intimate private sail allows you to bring your pets along, ensuring everyone in your family can enjoy the fresh air and serene atmosphere. Whether you want to unwind on deck and soak in the natural beauty or learn the ropes and raise the sails yourself, the welcoming crew makes it easy. Bayfield’s unique maritime charm combined with the pristine lake environment creates an unforgettable adventure that highlights the Great Lakes in a way few experiences can. Capture photos of ice formations in cooler months or vibrant wildflowers in summer, all while appreciating the region’s rich maritime heritage and commitment to conservation.

About All Hands Sailing

All Hands Sailing is a Bayfield, Wisconsin-based sailing company offering guided voyages around the Apostle Islands National Lakeshore. Founded to share hands-on sailing experiences, All Hands Sailing runs a mix of half-day sails, full-day excursions, overnight trips and multi-day island tours that showcase sea caves, sandstone shorelines, and quiet anchorages.

Captains and crew hold appropriate credentials and guide guests through safe, educational, and engaging outings. Trips range from short 2.25-hour gateway sails to 5.5-hour Apostle Islands Discovery cruises, full-day adventures with dinghy exploration, and extended 2‑, 3‑, and 4‑day island tours with onboard overnight stays. Private charter options and pet-friendly sails are available.

Each voyage blends active participation with relaxation: guests can take the helm, learn seamanship, help navigate, or simply enjoy the scenery. Zodiac dinghy excursions provide access to secluded beaches and sea caves for swimming and exploration. On longer trips, licensed captains teach navigation basics and local history while steering to scenic anchorages.

All Hands Sailing operates from Bayfield, a well-known Great Lakes sailing port, and partners with local restaurants for post-sail dinners on select full-day itineraries. Safety briefings, life jackets, and clear trip itineraries are provided to ensure comfortable experiences for a range of skill levels. Reservations are recommended, especially for private and multi-day trips.

With a focus on authentic, educational, and accessible sailing around the Apostle Islands, All Hands Sailing offers memorable outings for couples, families, small groups, and solo travelers seeking outdoor adventure on Lake Superior. Advance reservations are recommended and accepted through online booking.