Active Retirees Itineraries in Virginia

Comfortable pacing with real substance: scenic drives, guided moments, and time to actually linger.

62 itineraries

Highland Air & Quiet Trails: 4 Days in the Blue Ridge Highlands

4 Days · Active Retirees

Blue Ridge Highlands (Bristol, Abingdon), Virginia

Highland Air & Quiet Trails: 4 Days in the Blue Ridge Highlands

5 stops

Marsh Light & Island Time: 4 Days on Virginia's Eastern Shore

4 Days · Active Retirees

Eastern Shore (Northampton, Accomack), Virginia

Marsh Light & Island Time: 4 Days on Virginia's Eastern Shore

6 stops

Golden Trumpets & River Light: 4 Days Along the Chesapeake

4 Days · Active Retirees

Chesapeake Bay Region (Yorktown, Gloucester), Virginia

Golden Trumpets & River Light: 4 Days Along the Chesapeake

4 stops

Salt Air & Sanctuary: 4 Days Along Virginia Beach's Wild Edge

4 Days · Active Retirees

Virginia Beach area, Virginia

Salt Air & Sanctuary: 4 Days Along Virginia Beach's Wild Edge

4 stops

Highland Light: A Slow Winter Passage Through Bristol and Abingdon

4 Days · Active Retirees

Blue Ridge Highlands (Bristol, Abingdon), Virginia

Highland Light: A Slow Winter Passage Through Bristol and Abingdon

6 stops

Tidewater & Trumpets: Four Slow Days Along the Chesapeake

4 Days · Active Retirees

Chesapeake Bay Region (Yorktown, Gloucester), Virginia

Tidewater & Trumpets: Four Slow Days Along the Chesapeake

5 stops

Tides, Marsh Light & Wild Horses: 4 Days on Virginia's Eastern Shore

4 Days · Active Retirees

Eastern Shore (Northampton, Accomack), Virginia

Tides, Marsh Light & Wild Horses: 4 Days on Virginia's Eastern Shore

4 stops

Brick, Blue Ridge, and Blooming Valley: Two Gentle Days in Winchester

2 Days · Active Retirees

Winchester area, Virginia

Brick, Blue Ridge, and Blooming Valley: Two Gentle Days in Winchester

5 stops

Star City Slow Down: Two Days of Mountain Light in Roanoke

2 Days · Active Retirees

Roanoke, Virginia, Virginia

Star City Slow Down: Two Days of Mountain Light in Roanoke

4 stops

Founding Ground & River Light: Two Days on the Northern Neck

2 Days · Active Retirees

Northern Neck (Westmoreland, Lancaster), Virginia

Founding Ground & River Light: Two Days on the Northern Neck

4 stops

Brick, Boxwood, and Blue Ridge Light: Two Days in Charlottesville

2 Days · Active Retirees

Charlottesville area, Virginia

Brick, Boxwood, and Blue Ridge Light: Two Days in Charlottesville

4 stops

Curtain Calls & Creek Songs: Two Gentle Days in Abingdon

2 Days · Active Retirees

Abingdon (Bristol) area, Virginia

Curtain Calls & Creek Songs: Two Gentle Days in Abingdon

4 stops

Hallowed Ground & Garden Light: Two Days in Fredericksburg

2 Days · Active Retirees

Fredericksburg area, Virginia

Hallowed Ground & Garden Light: Two Days in Fredericksburg

4 stops

Brick, Blue Ridge, and Autumn Light: Two Days in Winchester

2 Days · Active Retirees

Winchester area, Virginia

Brick, Blue Ridge, and Autumn Light: Two Days in Winchester

4 stops

Brick, Blossoms & Blue Ridge Air: Two Gentle Days in Harrisonburg

2 Days · Active Retirees

Harrisonburg area, Virginia

Brick, Blossoms & Blue Ridge Air: Two Gentle Days in Harrisonburg

3 stops

Marble Halls & River Light: Two Unhurried Days in Richmond

2 Days · Active Retirees

Richmond area, Virginia

Marble Halls & River Light: Two Unhurried Days in Richmond

5 stops

Bluffs, Birthplace & Brick: Two Autumn Days on the Northern Neck

2 Days · Active Retirees

Northern Neck (Westmoreland, Lancaster), Virginia

Bluffs, Birthplace & Brick: Two Autumn Days on the Northern Neck

4 stops

Battleship Steel & Botanical Bloom: Two Slow Days in Norfolk

2 Days · Active Retirees

Norfolk area, Virginia

Battleship Steel & Botanical Bloom: Two Slow Days in Norfolk

5 stops

Star City Stillness: Two Autumn Days in Roanoke

2 Days · Active Retirees

Roanoke, Virginia, Virginia

Star City Stillness: Two Autumn Days in Roanoke

4 stops

Hallowed Ground & Autumn Light: Two Days in Fredericksburg

2 Days · Active Retirees

Fredericksburg area, Virginia

Hallowed Ground & Autumn Light: Two Days in Fredericksburg

4 stops

Valley Light: Two Unhurried Days in Harrisonburg

2 Days · Active Retirees

Harrisonburg area, Virginia

Valley Light: Two Unhurried Days in Harrisonburg

4 stops

Curtain Calls & Creek Light: Two Slow Days in Abingdon

2 Days · Active Retirees

Abingdon (Bristol) area, Virginia

Curtain Calls & Creek Light: Two Slow Days in Abingdon

4 stops

Battleship Steel & Azalea Bloom: Two Unhurried Days in Norfolk

2 Days · Active Retirees

Norfolk area, Virginia

Battleship Steel & Azalea Bloom: Two Unhurried Days in Norfolk

4 stops

Brick, Boxwood, and Blue Ridge Light: Two Days in Charlottesville

2 Days · Active Retirees

Charlottesville area, Virginia

Brick, Boxwood, and Blue Ridge Light: Two Days in Charlottesville

4 stops

Surrender Grounds & Octagon Light: Two Days in the Lynchburg Piedmont

2 Days · Active Retirees

Lynchburg area, Virginia

Surrender Grounds & Octagon Light: Two Days in the Lynchburg Piedmont

2 stops

Battleship Grey & Botanical Green: Three Easy Days in Norfolk

3 Days · Active Retirees

Norfolk area, Virginia

Battleship Grey & Botanical Green: Three Easy Days in Norfolk

6 stops

Marble Halls & River Light: 3 Days in Richmond

3 Days · Active Retirees

Richmond area, Virginia

Marble Halls & River Light: 3 Days in Richmond

7 stops

Salt Air & Storied Steel: Three Unhurried Days in Norfolk

3 Days · Active Retirees

Norfolk area, Virginia

Salt Air & Storied Steel: Three Unhurried Days in Norfolk

8 stops

Jefferson's Ridgeline: Three Slow Days Around Charlottesville

3 Days · Active Retirees

Charlottesville area, Virginia

Jefferson's Ridgeline: Three Slow Days Around Charlottesville

6 stops

Valley Light: Three Unhurried Days in Winchester

3 Days · Active Retirees

Winchester area, Virginia

Valley Light: Three Unhurried Days in Winchester

6 stops

Surrender Grounds & Jefferson's Quiet Retreat: 3 Days Near Lynchburg

3 Days · Active Retirees

Lynchburg area, Virginia

Surrender Grounds & Jefferson's Quiet Retreat: 3 Days Near Lynchburg

3 stops

Star City Light: Three Slow Days Above the Blue Ridge

3 Days · Active Retirees

Roanoke, Virginia, Virginia

Star City Light: Three Slow Days Above the Blue Ridge

4 stops

Brick, Bloom & Blue Ridge Light: 3 Days in Harrisonburg

3 Days · Active Retirees

Harrisonburg area, Virginia

Brick, Bloom & Blue Ridge Light: 3 Days in Harrisonburg

5 stops

Founding Ground & River Light: 3 Days on the Northern Neck

3 Days · Active Retirees

Northern Neck (Westmoreland, Lancaster), Virginia

Founding Ground & River Light: 3 Days on the Northern Neck

5 stops

Hallowed Ground & Colonial Grace: Three Unhurried Days in Fredericksburg

3 Days · Active Retirees

Fredericksburg area, Virginia

Hallowed Ground & Colonial Grace: Three Unhurried Days in Fredericksburg

6 stops

Marble, Magnolia & the James: Three Gentle Days in Richmond

3 Days · Active Retirees

Richmond area, Virginia

Marble, Magnolia & the James: Three Gentle Days in Richmond

7 stops

Curtain Light & Timber Trestles: Three Slow Days in Abingdon

3 Days · Active Retirees

Abingdon (Bristol) area, Virginia

Curtain Light & Timber Trestles: Three Slow Days in Abingdon

7 stops

Golden Trumpets & Tidewater Ground: Two Days in Yorktown and Gloucester

2 Days · Active Retirees

Chesapeake Bay Region (Yorktown, Gloucester), Virginia

Golden Trumpets & Tidewater Ground: Two Days in Yorktown and Gloucester

3 stops

Marsh Light and Maritime Forest: Two Days on Virginia's Wild Edge

2 Days · Active Retirees

Virginia Beach area, Virginia

Marsh Light and Maritime Forest: Two Days on Virginia's Wild Edge

2 stops

Marsh Light & Wild Ponies: Two Days on Virginia's Eastern Shore

2 Days · Active Retirees

Eastern Shore (Northampton, Accomack), Virginia

Marsh Light & Wild Ponies: Two Days on Virginia's Eastern Shore

4 stops

Highland Air & Rail-Trail Ease: Two Gentle Days in Virginia's Blue Ridge

2 Days · Active Retirees

Blue Ridge Highlands (Bristol, Abingdon), Virginia

Highland Air & Rail-Trail Ease: Two Gentle Days in Virginia's Blue Ridge

4 stops

Salt Marsh Mornings: Two Days of Quiet Shores in Virginia Beach

2 Days · Active Retirees

Virginia Beach area, Virginia

Salt Marsh Mornings: Two Days of Quiet Shores in Virginia Beach

3 stops

Tidewater Days: Yorktown & Gloucester at an Easy Pace

2 Days · Active Retirees

Chesapeake Bay Region (Yorktown, Gloucester), Virginia

Tidewater Days: Yorktown & Gloucester at an Easy Pace

3 stops

Marsh Light & Island Time: 3 Days on Virginia's Eastern Shore

3 Days · Active Retirees

Eastern Shore (Northampton, Accomack), Virginia

Marsh Light & Island Time: 3 Days on Virginia's Eastern Shore

6 stops

Tidewater Days: A Slow Unfolding of Yorktown, Norfolk, and Gloucester

3 Days · Active Retirees

Chesapeake Bay Region (Yorktown, Gloucester), Virginia

Tidewater Days: A Slow Unfolding of Yorktown, Norfolk, and Gloucester

4 stops

Salt Air & Slow Mornings: 3 Days Along Virginia Beach's Wild Edges

3 Days · Active Retirees

Virginia Beach area, Virginia

Salt Air & Slow Mornings: 3 Days Along Virginia Beach's Wild Edges

4 stops

Highland Winter Light: Three Days Among Ponies, Peaks, and Rail-Trail Quiet

3 Days · Active Retirees

Blue Ridge Highlands (Bristol, Abingdon), Virginia

Highland Winter Light: Three Days Among Ponies, Peaks, and Rail-Trail Quiet

5 stops

High Meadows & Quiet Rails: Two Winter Days in the Blue Ridge Highlands

2 Days · Active Retirees

Blue Ridge Highlands (Bristol, Abingdon), Virginia

High Meadows & Quiet Rails: Two Winter Days in the Blue Ridge Highlands

4 stops

Surrender Ground to Jefferson's Retreat: A Piedmont Day of Quiet History

1 Day · Active Retirees

Lynchburg area, Virginia

Surrender Ground to Jefferson's Retreat: A Piedmont Day of Quiet History

2 stops

Columns, Gardens & Blue Ridge Light: 3 Days in Charlottesville

3 Days · Active Retirees

Charlottesville area, Virginia

Columns, Gardens & Blue Ridge Light: 3 Days in Charlottesville

6 stops

Valley Light: Three Unhurried Days in Winchester

3 Days · Active Retirees

Winchester area, Virginia

Valley Light: Three Unhurried Days in Winchester

6 stops

Hallowed Ground & Garden Light: 3 Days in Fredericksburg

3 Days · Active Retirees

Fredericksburg area, Virginia

Hallowed Ground & Garden Light: 3 Days in Fredericksburg

6 stops

Star City Slow: Three Mountain-Framed Days in Roanoke

3 Days · Active Retirees

Roanoke, Virginia, Virginia

Star City Slow: Three Mountain-Framed Days in Roanoke

4 stops

Surrender Grounds & Sylvan Retreats: 3 Days in the Lynchburg Piedmont

3 Days · Active Retirees

Lynchburg area, Virginia

Surrender Grounds & Sylvan Retreats: 3 Days in the Lynchburg Piedmont

3 stops

Curtain Calls & Creek Songs: Three Unhurried Days in Abingdon

3 Days · Active Retirees

Abingdon (Bristol) area, Virginia

Curtain Calls & Creek Songs: Three Unhurried Days in Abingdon

6 stops

Marsh Light & Island Time: Three Days on Virginia's Eastern Shore

3 Days · Active Retirees

Eastern Shore (Northampton, Accomack), Virginia

Marsh Light & Island Time: Three Days on Virginia's Eastern Shore

6 stops

Deep Water, Quiet Gardens: 4 Unhurried Days in Norfolk

4 Days · Active Retirees

Norfolk area, Virginia

Deep Water, Quiet Gardens: 4 Unhurried Days in Norfolk

9 stops

Marsh Light and Maritime Forest: A Gentle Coastal Escape

3 Days · Active Retirees

Virginia Beach area, Virginia

Marsh Light and Maritime Forest: A Gentle Coastal Escape

4 stops

Golden Fields and River Light: Three Days Along the Chesapeake

3 Days · Active Retirees

Chesapeake Bay Region (Yorktown, Gloucester), Virginia

Golden Fields and River Light: Three Days Along the Chesapeake

4 stops

Valley Light: Three Unhurried Days in Harrisonburg

3 Days · Active Retirees

Harrisonburg area, Virginia

Valley Light: Three Unhurried Days in Harrisonburg

6 stops

Showing 60 of 62 — explore all of Virginia.

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