3 Days · Teen Families
Martha’s Vineyard (off-season), Massachusetts
Cliffside Light: A Slow Coastal Escape on Martha's Vineyard
4 stops
3 Days · Teen Families
Nantucket (off-season), Massachusetts
Wind, Roses, and Whale Bones: 3 Days in Off-Season Nantucket
4 stops
2 Days · Active Retirees
Cape Cod (off-season), Massachusetts
Dune Light and Gallery Quiet: Two Days on the Outer Cape
3 stops
3 Days · Teen Families
North Shore (Salem area), Massachusetts
Salted Air & Old Secrets: 3 Days on Salem's Historic Shoreline
5 stops
3 Days · Solo
Nantucket (off-season), Massachusetts
Salt Air & Empty Shores: 3 Days Alone on Off-Season Nantucket
6 stops
2 Days · Active Retirees
Nantucket (off-season), Massachusetts
Salt Air & Slow Roses: Two Days in Off-Season Nantucket
3 stops
3 Days · Solo
Cape Cod (off-season), Massachusetts
Dune Light & Quiet Company: 3 Days Solo on the Outer Cape
5 stops
3 Days · Solo
Martha’s Vineyard (off-season), Massachusetts
Cliff Light & Quiet Roads: A Solo Off-Season Escape to Martha's Vineyard
5 stops
2 Days · Active Retirees
North Shore (Salem area), Massachusetts
Salt Air & Storied Streets: Two Days in Salem
3 stops
3 Days · Teen Families
Cape Cod (off-season), Massachusetts
Dune Light & Quiet Shores: 3 Days in Off-Season Provincetown
6 stops
3 Days · Solo
North Shore (Salem area), Massachusetts
Salt Air & Shadowed Streets: Three Days Solo on the North Shore
6 stops
2 Days · Young Families
Cape Cod (off-season), Massachusetts
Sand, Sky, and Small Steps: A Family Weekend on the Outer Cape
4 stops
2 Days · Young Families
North Shore (Salem area), Massachusetts
Gables, Ghost Stories & Harbor Light: 2 Days in Salem for Young Families
3 stops
2 Days · Couples
North Shore (Salem area), Massachusetts
Salt Air & Seven Gables: A Slow Salem Weekend for Two
3 stops
2 Days · Young Families
Martha’s Vineyard (off-season), Massachusetts
Clay Cliffs & Quiet Coves: 2 Days in Off-Season Martha's Vineyard
3 stops
2 Days · Couples
Nantucket (off-season), Massachusetts
Salt Air & Rose Lanes: A Quiet Nantucket for Two
4 stops
2 Days · Couples
Martha’s Vineyard (off-season), Massachusetts
Clay Cliffs & Quiet Light: Two Days in Off-Season Aquinnah
3 stops
2 Days · Young Families
Nantucket (off-season), Massachusetts
Rose Lanes & Quiet Shores: A Spring Weekend in Nantucket with Kids
3 stops
3 Days · Young Families
Martha’s Vineyard (off-season), Massachusetts
Cliffside Quiet: 3 Days of Wildflowers and Sea Wind on Martha's Vineyard
4 stops
3 Days · Young Families
North Shore (Salem area), Massachusetts
Gables, Gulls, and Gentle Museum Hours: 3 Days in Salem with Little Ones
3 stops
3 Days · Young Families
Cape Cod (off-season), Massachusetts
Dunes, Tide Pools & Quiet Galleries: 3 Days in Off-Season Cape Cod
4 stops
3 Days · Young Families
Nantucket (off-season), Massachusetts
Rose Lanes & Quiet Tides: 3 Days in Off-Season Nantucket
6 stops
3 Days · Couples
North Shore (Salem area), Massachusetts
Salted Air & Old Doorways: 3 Days on the North Shore
5 stops
3 Days · Couples
Martha’s Vineyard (off-season), Massachusetts
Clay Cliffs & Quiet Light: 3 Days in Off-Season Martha's Vineyard
4 stops
3 Days · Couples
Cape Cod (off-season), Massachusetts
Dune Light & Quiet Tides: 3 Days in Off-Season Provincetown
5 stops
3 Days · Couples
Nantucket (off-season), Massachusetts
Salt Air & Slow Light: 3 Days in Off-Season Nantucket
6 stops
3 Days · Active Retirees
Berkshires (North/South), Massachusetts
Slow Light and Long Tables: 3 Days in the Berkshires
3 stops
2 Days · Active Retirees
Pioneer Valley, Massachusetts
Slow Mornings & Long Tables: Two Days of Pioneer Valley Flavor
3 stops
3 Days · Active Retirees
Worcester, Massachusetts, Massachusetts
Brick, Bronze & Blossoms: A Gentle Worcester Wander
6 stops
3 Days · Couples
Worcester, Massachusetts, Massachusetts
Brick, Steel & Spice: A Slow Worcester Weekend
9 stops
3 Days · Couples
Springfield area, Massachusetts
Whimsy and Wonder: A Quadrangle Escape in Springfield
3 stops
3 Days · Couples
Plymouth, Massachusetts
Salt Air & Slate Stones: A Plymouth Weekend for Two
10 stops
3 Days · Active Retirees
Springfield area, Massachusetts
Whimsy and Wonder: Three Unhurried Days in Springfield's Quadrangle
4 stops
3 Days · Active Retirees
North Shore (Salem area), Massachusetts
Gables, Ghosts & Harbor Light: 3 Days on Salem's Historic Shore
5 stops
2 Days · Solo
Pioneer Valley, Massachusetts
Table & Trail: A Solo Culinary Amble Through Pioneer Valley
5 stops
3 Days · Active Retirees
Plymouth, Massachusetts
Stone, Sail, and Salt Air: 3 Days in Historic Plymouth
7 stops
3 Days · Active Retirees
Nantucket (off-season), Massachusetts
Sea Roses & Whale Bone: Three Slow Days in Off-Season Nantucket
4 stops
3 Days · Couples
Concord, Massachusetts
Wildflowers & Wood Smoke: 3 Days of Romance in Concord
6 stops
3 Days · Active Retirees
Cape Cod (off-season), Massachusetts
Dunes, Light, and Quiet Rooms: 3 Days on the Outer Cape
5 stops
3 Days · Active Retirees
Martha’s Vineyard (off-season), Massachusetts
Clay, Light, and Quiet Tides: 3 Days on the Vineyard's Wild West End
4 stops
2 Days · Solo
Berkshires (North/South), Massachusetts
Falls, Farm Tables & Footlights: Two Days Savoring the Berkshires
4 stops
3 Days · Active Retirees
Concord, Massachusetts
Quiet Steps Through Concord: Literary Homes and a Glacial Pond
5 stops
3 Days · Solo
Boston Metro, Massachusetts
Cobblestones & Candlelight: 3 Days Alone on the Freedom Trail
10 stops
4 Days · Active Retirees
Boston Metro, Massachusetts
Cobblestones & Quiet Mornings: 4 Days Along Boston's Freedom Trail
9 stops
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