Sorry, no listings for sailing within 250 miles of Middlebury, Vermont

More Sailing in United States (show all)
Day Sailing & Custom Charters On The Schooner Olad | Camden, Maine | Sailing

Day Sailing & Custom Charters On The Schooner Olad

Camden, Maine
From $57
Rainy Lake Houseboats premier houseboat rentals | International Falls, Minnesota | Sailing

Rainy Lake Houseboats premier houseboat rentals

International Falls, Minnesota
From $260
Custom Sailing Charters from Rockland, Maine | Rockland, Maine | Sailing

Custom Sailing Charters from Rockland, Maine

Rockland, Maine
From $30
Emerald Isle Sailing Charters | Deer Harbor, Washington | Sailing

Emerald Isle Sailing Charters

Deer Harbor, Washington
From $229
Hawaii Sailing Adventures | Honolulu, Hawaii | Sailing

Hawaii Sailing Adventures

Honolulu, Hawaii
From $600
Sailing Charters At Compass Sailing, Llc | Savannah, Georgia | Sailing

Sailing Charters At Compass Sailing, Llc

Savannah, Georgia
From $499
Sail Channel Islands | Oxnard, California | Sailing

Sail Channel Islands

Oxnard, California
From $195
Delaune Sailing Charters | Mandeville, Louisiana | Sailing

Delaune Sailing Charters

Mandeville, Louisiana
From $450
Sailing Alaska | Auke Bay, Alaska | Sailing

Sailing Alaska

Auke Bay, Alaska
From $440
Sail Selina Ii | Saint Michaels, Maryland | Sailing

Sail Selina Ii

Saint Michaels, Maryland
From $75
Top Listings in Vermont (show all)
Killington Mountain Lodge | Killington, Vermont | Hotels & Resorts

Killington Mountain Lodge

Killington, Vermont
Hotels & Resorts
From $99
The Woods Lodge, a Great Getaway any size Group | Northfield, Vermont | Hotels & Resorts

The Woods Lodge, a Great Getaway any size Group

Northfield, Vermont
Hotels & Resorts
From $200
Moose River Campground | Saint Johnsbury, Vermont | Campgrounds & RV Parks

Moose River Campground

Saint Johnsbury, Vermont
Campgrounds & RV Parks
From $41
Deer Brook Inn | Woodstock, Vermont | Bed & Breakfasts

Deer Brook Inn

Woodstock, Vermont
Bed & Breakfasts
From $120
The Jackson House Inn | Woodstock, Vermont | Bed & Breakfasts

The Jackson House Inn

Woodstock, Vermont
Bed & Breakfasts
From $189
Eddington House Inn | North Bennington , Vermont | Bed & Breakfasts

Eddington House Inn

North Bennington , Vermont
Bed & Breakfasts
From $139
Grey Fox Inn | Stowe, Vermont | Hotels & Resorts

Grey Fox Inn

Stowe, Vermont
Hotels & Resorts
From $114
Inn at Weathersfield | Perkinsville, Vermont | Hotels & Resorts

Inn at Weathersfield

Perkinsville, Vermont
Hotels & Resorts
From $149
The Charleston House | Woodstock, Vermont | Bed & Breakfasts

The Charleston House

Woodstock, Vermont
Bed & Breakfasts
From $150
Pet Friendly Accommodations Quality Inn Colchester | Colchester, Vermont | Hotels & Resorts

Pet Friendly Accommodations Quality Inn Colchester

Colchester, Vermont
Hotels & Resorts
From $72
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Middlebury, Vermont Sailing Vacations | Trips, Rentals & Lessons

Browse incredible Middlebury, Vermont sailing vacations & trips, take a lesson or rent your own sail boat. Browse our Middlebury, Vermont sailing options and plan your vacation. Also of Interest: boat charter | charter sailing | charter yacht | private sail | private sailing |
More Within 500 mi, 1000 mi of Middlebury, Vermont