Experience Sail Boston: A Unique 2026 Adventure Awaits!
- adventurewithoutli
- Aug 5
- 3 min read
We’re heading to Boston for an unforgettable waterfront adventure! Explore towering tall ships, soak in the maritime magic, and unwind at a beautiful South Boston Airbnb — all designed to create lasting memories.
Explore Majestic Sailing Vessels
Immerse yourself in maritime history as we tour some of the world's most beautiful and historic sailing vessels.
Relax in South Boston
Unwind in the comfort of a quiet and comfortable 4-bedroom Airbnb in South Boston, where you can recharge and connect with fellow travelers.
Sensory-Friendly Exploration
Experience Boston at a steady pace that allows you to truly soak in the sights, sounds, and flavors of the city.
Trip Details
Dates: July 10–12, 2026 Price: $1,215 per person 📍 Pickup Route: Southern Maine
🏡 Where You’ll Stay
Enjoy two nights in a quiet 4-bedroom South Boston Airbnb, perfect for relaxing between adventures.
✔️ Comfortable shared rooms (2 people per room, same-sex unless otherwise requested)
✔️ Shared kitchen, cozy hangout space, and all the basics
🥘 What You’ll Eat
We’ll mix home-cooked meals and dining out to keep things flexible and fun:
2 breakfasts and 1 dinner at the Airbnb (groceries provided)
2 lunches and 1 dinner out (included)
Water and snacks available throughout the trip
🚙 Getting Around
Roundtrip transportation from Maine to Boston
Uber/Lyft rides in Boston for easier access and less walking
🌊 Highlights (Subject to Festival Schedule)
Explore the Sail Boston 2026 Tall Ships Festival
Day sail aboard a Liberty Fleet schooner
Stroll along Boston’s waterfront and historic harbor
Enjoy a balance of fun, rest, and inclusive group connection
❗Accessibility & Activity Level
This is an active trip that includes walking several blocks at a time and navigating busy sidewalks and docks. It may not be a good fit for travelers with significant mobility needs.
🧾 What’s Included
✔️ Lodging ✔️ All meals and snacks ✔️ Admission and optional activities ✔️ Transportation and Uber fares ✔️ Support services
🔐 Important Dates
Deposit Due at Registration: $350 Final Payment Due: April 10, 2026 Reservation Deadline: March 31, 2026 — or as soon as spots are full (only 3 available!)
🚨 Ready to Reserve Your Spot?
This once-in-a-generation experience is limited to just 3 travelers — and we expect it to fill quickly!
🗓️ Registration is open now! https://www.adventurewithoutlimits.org/trips
We'll send you everything you need to get started, including your full registration packet and invoice.
Don’t wait — once these spots are gone, they’re gone!
We Want to Hear From You!
We’re already planning exciting new trips for 2026 — and we want your input! Take a few minutes to complete our 2026 Trip Survey and let us know where you want to go, what kinds of experiences matter most, and how we can make our adventures even better.
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