We Found These Experiences For You (50)
Bayfield, WI
Bayfield Gateway Sail
One of our most popular tours!
Rates $94.00 per person (minimum of 2) $70.00 for kids 11 and under -$460 for a private trip. 6 passengers maximum per trip. Duration 2 Hours & 15 Minutes Private Trip Availability | 9am - 11:15pm, 11:45pm - 2:00pm, 3:00pm - 5:15pm or 5:45pm - 8:00pm About Get a taste of what makes Bayfield the most ...
Bayfield
Private Tours
All Hands Sailing
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Private Bayfield Gateway Sail
One of our most popular tours!
🐾 Pet Friendly Trip! Rates $460.00 (excluding taxes/fees) for up to 6 passengers on booking. Duration 2 Hours & 15 Minutes Private Trip Availability | 9am - 11:15pm, 11:45pm - 2:00pm, 3:00pm - 5:15pm or 5:45pm - 8:00pm About Get a taste of what makes Bayfield the most popular sailing port in the ...
Bayfield
Private Tours
All Hands Sailing
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Private Apostle Islands Discovery
Sail out to our secret stash of caves. Swim & explore with the zodiac. Bring a picnic!
🐾 Pet Friendly Trip! Trip Rates Private Trip -- $799 (excluding taxes/fees) for up to 6 passengers. Duration 5.5 Hours Available Daily Through 9/03/23: - 9am - 2:30pm - 3pm - 8:30pm 9/4- end of season: - Noon - 5:30pm About Join us and sail out to our secret stash of caves. We tow the zodiac dinghy ...
Bayfield
Private Tours
All Hands Sailing
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All Day Excursion
Sail up to 8 hours! | Trip departs at 9:00am
Meet up with your captain at 9am to prepare for your sail. Swim, explore the National Lakeshore in the dinghy and sail into evening. Sail up to 8 hours then return to Bayfield and visit a local dining establishment for dinner. Each boat offers a galley along with ice. It's easy to bring your own ...
Midnight Lady: C&C 33 ***AVAILABLE TO GRADUATES OF NBSS ONLY
Starting at $650 l 2-7 Days l All Ages l Up to 4 People
C&C 33: A Great Sailing Boat, Traditional Lines Rates Up to 4 People, All Ages; Five if one is child High Season: June 20 - September 1, 2026 2 Day Private Charter: $1140 3 Day Private Charter: $1440 4 Day Private Charter: $1740 5 Day Private Charter: $2040 6 Day Private Charter: $2340 7 Day Private ...
Bayfield
Private Tours
Apostle Islands Charters
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Memories Maid: Hunter Legend 40.5
Starting at $1310 l 2-10 Days l All Ages l Up to 8 People
Hunter 40.5: A Comfortable Cruising Boat Rates Up to 8 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $1390 3 Day Private Charter: $1910 4 Day Private Charter: $2430 5 Day Private Charter: $2950 6 Day Private Charter: $3470 7 Day Private Charter: $3870 8 Day Private ...
Bayfield
Private Tours
Apostle Islands Charters
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Adagio: O'Day 28
Starting at $720 l 2-10 Days l All Ages l Up to 4 People
Adagio: O'Day 28 Rates Up to 4 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $825 3 Day Private Charter: $1150 4 Day Private Charter: $1470 5 Day Private Charter: $1800 6 Day Private Charter: $2180 7 Day Private Charter: $2470 If required a Captain is available ...
Bayfield
Private Tours
Apostle Islands Charters
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Calico: Athena 38 Catamaran
Starting at $2340 l 2-10 Days l All Ages l Up to 6 People l Captained Charter
Athena 38: Beauty with Intelligence Rates Up to 6 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $2560 3 Day Private Charter: $3600 4 Day Private Charter: $4640 5 Day Private Charter: $5675 6 Day Private Charter: $6710 7 Day Private Charter: $8040 8 Day Private Charter: ...
Bayfield
Private Tours
Apostle Islands Charters
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Akialoa: Dufour 37
Starting at $1140 | 2-10 Days | All ages | up to 6 people
Akialoa: Dufour 37 Rates Up to 6 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $1410 3 Day Private Charter: $1780 4 Day Private Charter: $2170 5 Day Private Charter: $2565 6 Day Private Charter: $2960 7 Day Private Charter: $3355 8 Day Private Charter: $3750 9 Day Private ...
Bayfield
Private Tours
Apostle Islands Charters
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Legasea: Hunter 35.5 Legend
Starting at $870 | 2 - 10 days | up to 6 people
Legasea: Hunter 35.5 Legend Rates Up to 6 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $1080 3 Day Private Charter: $1475 4 Day Private Charter: $1865 5 Day Private Charter: $2260 6 Day Private Charter: $2655 7 Day Private Charter: $3050 8 Day Private Charter: $3445 ...
Bayfield
Private Tours
Apostle Islands Charters
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Taboo: Hunter 34
Starting at $770 l 2-10 Days l All Ages l Up to 6 People
Hunter 34: Quick & Comfortable Rates Up to 6 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $980 3 Day Private Charter: $1310 4 Day Private Charter: $1640 5 Day Private Charter: $1920 6 Day Private Charter: $2410 7 Day Private Charter: $2630 8 Day Private Charter: ...
Bayfield
Private Tours
Apostle Islands Charters
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Jolly Swagman: Hunter 34
Starting at $770 l 2-10 Days l All Ages l Up to 6 People
Hunter 34: Quick & Comfortable Rates Up to 6 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $980 3 Day Private Charter: $1310 4 Day Private Charter: $1640 5 Day Private Charter: $1920 6 Day Private Charter: $2410 7 Day Private Charter: $2630 8 Day Private Charter: ...
Bayfield
Private Tours
Apostle Islands Charters
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La Bateau: Sun Odyssey 44i
Starting at $2123 l 2-10 Days l All Ages l Up to 6 People l Captained Charter
Sailing performance with indulgent comfort Rates Up to 6 People, All Ages High Season: June 20 - September 1, 2026 2 Day Private Charter: $2273 3 Day Private Charter: $3207 4 Day Private Charter: $4131 5 Day Private Charter: $5060 6 Day Private Charter: $6004 7 Day Private Charter: $6943 8 Day Private ...
Bayfield
Private Tours
Apostle Islands Charters
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Meyers Beach Sea Cave Tour
2 and 4 hour Tour Options! Triples Available!
Rates Single Kayaks (For one paddler) -Starting at $75 Tandem Kayak (For two paddlers) - Starting at $150 Triple Kayaks - (For 2 paddlers and one child under 12 only) - Starting at $200 Duration Start times 10am and 2pm - 2 Hour Tour Start time 9am - 4 hour Tour Important Information Must be at least ...
Bayfield
2 or 4 hour trips
Kid-Friendly
Kayak
Meyers Beach Kayaking
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Red Cliff Ship Wreck and Collapsed Caves Tour
Starting at $45 | 3 Hours
About (Draft dot points) History of the area: Treaties that Chief Buffalo had signed in 1854 by the president. 22 islands around the area and a viewing of 6 awaits you, but the majority are owned by the national park except for Madeleine Island which the government could not take because it is a part ...
Bayfield
Kayak
Meyers Beach Kayaking
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Sea Caves Morning Kayak
4 Hours • Ages 12+ • Up to 12 Passengers Per Tour
Explore the beautiful Apostle Island National Lake Shore! Duration 4 Hours About The morning tour begins with check-in at our South Shore Adventures shop in Bayfield at 9:00 a.m. Guests will get fitted for wetsuits, review tour details, and have time to grab any last-minute gear before heading to Meyers ...
Bayfield
4 hours
Kayak
South Shore Adventures LLC
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Sea Caves Afternoon Kayak
4 Hours • Ages 12+ • Up to 12 Passengers Per Tour
Explore the beautiful Apostle Island National Lake Shore! Duration 4 Hours About The afternoon tour begins with check-in at our South Shore Adventures shop in Bayfield at 1:00 p.m. Guests will get fitted for wetsuits, review tour details, and have time to grab any last-minute gear before heading to Meyers ...
Bayfield
4 hours
Kayak
South Shore Adventures LLC
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Gift Certificates
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Purchase a fantastic gift or gifts: each gift certificate is the exact value of one of our offerings.
Bayfield
Gift Card
South Shore Adventures LLC
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Four Person Package
Enjoy a carefree getaway for four people!
Carefree captained trip on your very own private 39' sailboat! This trip is ideal for four people and has two private cabins and a shared head. All boats are equipped with safety gear, rowable dinghy, full galley gear, BBQ grill and courtesy consumable kit. Package pricing includes captain's ...
Bayfield
Private Tours
Superior Charters & Yacht Sales
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Sapphire - 34' Jeanneau Sailboat
2 Cabins | Sleeps 5 | 1999
Sapphire - 34' Jeanneau Sailboat About Year: 1999 Length: 34.2' Beam: 10'-11" Draft: 4'-9" Accomodations Berths: 5 Cabins: 2 Heads: 1 Galley Icebox / Fridge: Refrigerator – Top Load with Freezer Compartment Microwave: Yes Stove: 2 Burner Propane Oven: Yes BBQ Grill: LP ...
Bayfield
Superior Charters & Yacht Sales
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