Cold Water Adventure on The Milo Surf Boat

 

📅 Dates: August 1 – 9, 2025
📍 Route: Homer → Seward, Alaska

 


A True Cold-Water Surf & Exploration Experience

This is a real adventure through Alaska’s wild coastline, where we’ll hunt for waves, paddle up streams and around glaciers, explore hidden coves, and share the stoke of cold-water surfing during peak berry-picking season!

Over eight days, we’ll be living aboard The Milo Surf Boat with Captain Mike & Wendy McCune, traveling through some of the world's most remote and stunning wilderness. This is for intermediate+ level surfers who love the ocean, embrace the elements, and are ready for an unforgettable journey with surfer Anna Gudauskas and surf photographer Sarah Lee.

 


What to Expect

🌊 Surf Exploration & Swell Chasing

  • With his wealth of knowledge and decades of experience, Captain Mike McCune knows more about surfing in Alaska than just about anyone else out there. 
  • Sarah Lee's incredible imagery and surf shots to be shared with the group
  • We’ll track down the best surf conditions given long-period south swells or locally generated bumps.
  • Opportunities to explore unridden waves in remote, stunning locations.
  • Flexible route to maximize good surf conditions.
  • Camaraderie in and out of the water.

🏔 Unmatched Scenery & Wildlife

  • We'll travel through Kachemak Bay State Park, and Kenai Fjords National Park, with the possibility of heading as far east as Prince William Sound.
  • Witness tidewater glaciers, massive fjords, and photographic coastal landscapes.
  • Wildlife! Opportunities to view whales, seals, otters, eagles, puffins, and even bears. Bring your binoculars!

🛶 Beyond Surfing – Other Adventures May Include:

  • Paddleboarding among fjords and following salmon up streams.
  • Hiking & Berry Picking in the Alaskan wilderness.
  • Fishing for fresh seafood if you have a fishing license.

🌦 Be Ready for Everything:

  • During August, there are 16 hours of daylight with the sun rising before 6 am and setting after 10 pm. That means we'll have plenty of daylight to explore!
  • Expect a mix of sunshine, rain, and everything in between.
  • Every day will be an adventure, whether in the water or exploring on land.

🍽 Life Aboard The Milo

  • Three incredible meals per day made with fresh, local ingredients. (We accommodate omnivores, pescatarians, and vegetarians.)
  • Hot coffee, tea, non-alcoholic beverages, and snacks are always available.
  • Comfort on board: Multiple hang-out areas inside and outside, a shared bunk room, a hot water rinse after surf sessions, and a warm changing and drying area for wetsuits.
This trip is open to four women.

 


Trip Cost & Booking Details

💰 Cost: $4,500 per person

  • Deposit: $2,500 due May 1 to secure your spot.
  • Remaining Balance: Due July 1.

What’s Not Included

  • All of your cold water gear and surfboards. There are multiple sizes of wetsuits and some surfboards available to rent on The Milo. Please ask if you need more information. 
  • Transportation:
    • Airfare to Anchorage (ANC)
    • Bus to Homer (~$125)
    • Train from Seward to Anchorage (~$129)
  • Trip Insurance: Required.
  • Alcohol: BYOB. We can make a stop in Homer if needed on the first night.
  • First Night’s Dinner in Homer.

 


Itinerary

📍 August 1 – Arrive in Anchorage (ANC) before noon to allow time to collect bags and walk to the airport bus station for the 2:00 pm bus to Homer. Arrive in Homer at 7:00 pm and get acquainted with the boat.

🌙 First Night: Dinner in town & overnight on The Milo.

📍 August 2 – Depart Homer at 7:30 AM, heading south in search of waves and adventure.

🌊 August 2 – 9 – Exploring, surfing, and adventuring along Alaska’s remote coast.

📍 August 9 – Arrive in Seward midday.

🚆 6:00 PM: Train from Seward to Anchorage (arrive at 10:15 PM).

(The bus and train are optional. If you need help arranging travel plans, let us know!)

 


Meet Your Crew

Anna Gudauskas – Trip Leader & Water Support
Anna is a seasoned surf traveler and all-around waterwoman. She’s here to offer guidance, support, and a helping hand—whether in the lineup or on deck. @AnnaGudauskas

Sarah Lee – Photographer
Sarah is a surf and adventure photographer, capturing the adventure as it unfolds. See more of her work on @HIsarahlee

Captain Mike & Wendy McCune – Milo Surf Boat Crew
With decades of experience navigating Alaska’s wild coastline, Mike and Wendy bring expertise, adventure, and a deep love for the ocean. Check out some of their past trips on #MiloSurfBoat.

 

 


How to Book

📩 Email Anna to sign up! annaehrgott@gmail.com

🔹 Spots are limited—only 4 women will be joining us on this trip!

🔹 Please read through additional info and FAQ here: sagebrushbags.com/pages/alaska-faq

🔹 Contact Anna if you have any additional questions.