Relax. Reflect. Rejuvenate. Repeat.

Explore quaint Bayfield, which hugs Superior’s coastline

Kayak through Superior’s sea caves

 

The Apostle Islands offer an island retreat right in the Midwest… This archipelago of 22 islands nestles in Lake Superior, off the coast of northern Wisconsin.

 

Kayak through sea caves Hike Superior’s shoreline trails Spot soaring eagles Stargaze from a beach campfire Pick fresh berries and apples Paddleboard Canoe an inland lake

Sail Lake Superior Stroll deserted island beaches Enjoy great lake views from your balcony Photograph lighthouses Moped island backroads Cliff jump into Lake Superior

Day 1

Paddle board.

Relax on your balcony, with this great view.

Welcome to Paradise!

• Travel to Bayfield, WI, nestled on Lake Superior’s shores — where Apostle Islands dot the horizon.
• Settle into your spacious suite at the Bay Front Inn , featuring a deck with unsurpassed lake views, mini-frig, microwave, coffeemaker, flat-screen TV, phone, a/c, and in-town access to the lakefront, shops, and restaurants.
• Relax with private, deck dining at Ethel’s, one of Bayfield’s most popular restaurants.

 

"Loved, loved, loved the Apostle Islands in the company of wonderful women! I’ve spent many years in Wisconsin; why have I never seen this paradise before? Amazing! This trip was pure enjoyment of God’s great earth." ~Little Bit

 

Listen to lapping waves as you walk Lake Superior’s #1 rated beach.

Feel wind playing with your hair and water tickling your feet.

 

Day 2 - Apostle Island Exploration

Feel tiny in old-growth forests.

Savor a mix of adventure and tranquility.

• You’ll love our private, 7-hour Apostle Island adventure on board two 21-foot boats — with 6 women on each — piloted by experienced captains who also serve as our guides. This sweeping island tour includes:

  o Paddling along and through sea caves carved into billion-year-old sandstone.

  o Photographing island lighthouses and a century-old shipwreck.

  o Docking at a deserted island to stroll the "singing sand" of Julian Bay, voted Superior’s most beautiful beach by Lake Superior Magazine readers.

  o Spotting eagles and scanning island shores for black bears.

  o Visiting a historic fish camp and hearing century-old fisherman stories.

  o Swimming off the boat or along the shores of Lake Superior.

• Enjoy dining at Good Thyme, delicious food in a grand, refurbished farmhouse.

 

"I didn’t even know that I needed to add sea cave kayaking to my bucket list until I did it ? and loved it!" ~T-Rubble

 

Day 3 - Madeline Island Interlude

Kayak through Lake Superior’s sea caves.

Take the plunge into Lake Superior!

Enjoy a beach bonfire and stargazing.

Ferry 20 minutes to Madeline Island, ranked by Smarter Travel as one of the world’s 10 most secret islands. Then hike the shoreline’s rock outcrops and verdant northwood forests at Big Bay State Park. Bring a swimsuit if you’d like to "take the plunge’ into Lake Superior.

Enjoy afternoon free time on Madeline Island.

• Shop in a little harbor town, or enjoy a walking tour and learn the area’s fascinating history.
• Relax at Big Bay Town Park...barefoot-it on the beach, bask in the sun, or canoe the lagoon.
• Paddleboard or Lake Superior.
• Moped or bike Madeline Island’s quiet roads.
• Treat your sweet tooth with ice cream from Grama Tony’s
• Stop by Tom’s Burned Down Cafe for a dring and a laugh; it’s a favorite of locals and visitors alike. (And yes, it’s just what the name implies.)

We’ll dine together at the Beach Club, watch the sun set over Lake Gitche Gumee and then ferry back to Bayfield.

Day 4 - Choose Your Adventure...

Choose between 2 great morning options:

o Sail Superior: Sail among the Apostle Islands, ranked by Sail magazine as one of the country’s 10 best sailing spots. Choose from 2 adventures with Dreamcatcher Sailing: 1)Learn sailing basics on a 2-1/4 hour, hands-on adventure, or 2)opt for a 4-hour sail along the mainland’s bluffs and sea caves.

o Take a short hike in a creek as it gurgles and frolics through the woodlands in a series of cascades. We’ll also sit along the big lake and peek at old fishing boards that rocked and rolled on its waves.

Bike along Lake Superior?s coast.

Savor afternoon free time:

• Pick berries and apples at local orchards.
• Visit Bayfield’s quaint shops and admire homes in this picturesque town.
• Bike or hike five miles on the Brownstone Trail that hugs Lake Superior.
• Relax on your private deck overlooking Superior.
• Admire the yachts and sailboats moored in Bayfield’s harbors.
• Delight in delectables at the local ice cream shop.

Following dinner at Maggie’s, hike 1.5 miles on the Houghton Falls Trail, which winds through the Northwoods, into a canyon, and to rock outcrops offering perfect perches overlooking Superior.

Then, listen to waves lap the shore as we enjoy the glow and warmth of our beach bonfire — and our friendship. We’ll star gaze at millions of twinklers in skies unmarred by city lights.

 

Bike along Lake Superior?s coast.

Zoom the island on a moped.

Day 5

Return home filled with smiles, friendship, and bucket-list memories.

 

Registration/Cost

Trip cost covers:

• 4 nights in a spacious suite overlooking Lake Superior
• Private 7-hour Apostle Island adventure, with sea kayaking. Includes captain tips.
• Madeline Island interlude
• Round-trip ferry ride to Madeline Island
• 3 guided hikes
• Guided bike and moped rides (optional)
• Beach bonfire, star-gazing, and s’mores
• Park entrance fees and permits
• Online photo album filled with memories
• Booklet packed with area info and maps, detailed itineraries, directions, & more

(Does not include cost of sailing or moped rental)

Solo Room Upgrade, space permitting: Add’l $400

Testimonials

• Thanks for making this trip so special! We SO appreciate you making this such a fun experience!!! ~Week 1 Island Girls
• I’ve spent many, many years in Wisconsin. Why have I never seen this before? Amazing! Loved, loved, loved the Apostle Islands … and of course the company of more wonderful women. I still can’t believe the beauty of those rock formations and sea caves we kayaked through. This trip was pure enjoyment of God’s great earth. I can’t imagine what joy future trips will hold; bring it on! ~Little Bit
• Didn’t even know that I needed to add sea cave kayaking to my bucket list until I did it. May have to do it again! ~Trouble

trailboundtrips@gmail.com    ph: 847-707-9377