Maine Sailing with Outward Bound
Penobscot, ME
August 21-27, 2027
Overview
Aboard a 30-foot open sailboat, Eagles will sail across the wild archipelago of Maine’s coast. In partnership with Outward Bound, instructors will introduce chart and compass navigation skills, small boat seamanship, weather observation, and anchoring. Team RWB Expedition Guides will keep morale high and lead thoughtful discussion to allow for reflection and growth. Through living and working closely together, Eagles will learn far more than seamanship. The habits learned and strengthened through this sailing expedition will serve Eagles for life, and for whatever challenge is next.
This is an Eagle Expedition first! Eagles will build new skills in learning how to sail as a team while confronting the adversity of the ocean. There is no actual cover on the boat - sleeping will be across the deck with a canvas thrown over a ridgeline. There’s no motor on the boat - if there’s no wind, Eagles will be rowing. There’s nothing like it!
Application window: Dec 8 - March 1, 2027
Fundraising Commitment: $250 ($50 commitment fee)
Notified: Applicants will be notified of their status starting Dec 15. Applicants who apply after Dec 15 will be notified on a rolling basis.
Expedition Highlights
Sailing
On the Atlantic ocean, coastline and islands
Camping
On islands and sleeping on the deck of the boat
5 Days
5 days of sailing and island hopping
Other Highlights include:
Learning how to sail
Navigating by map and compass
Swimming
Stargazing and wildlife watching
Teamwork - if there’s no wind, you’re rowing!
Sailing in Maine. Enough said.
Living on a primitive boat
Rocky islands, deep blue waters
Itinerary
DAY 1
Plan to arrive to Portland, ME by 1330 EST on Aug 21. Orientation and safety briefing
Days 2-4
Day 2 Embark early on Aug 22, learn the ropes of sailing and life on the water
Days 3-6
Sailing, connecting, building confidence with your team, arriving back to mainland and having a celebratory dinner.
Day 7
Pack up and head to the airport.
Itinerary (subject to change)
Prerequisites & Requirements
No sailing experience required, this is a learning rich experience. All Eagles will wear personal flotation devices though all participants should be comfortable with swimming in the ocean, away from land.
There is no motor on the boat, if there is no wind, Eagles will be rowing.
Equipment & Logistics
Meals between airport pickup and drop off are included
All camping gear in provided
Shuttles to and from are provided
Cold Atlantic water guaranteed