3 Days · Solo
Ocean City area, Maryland
Salt Air & Wild Horses: Three Days Solo in Ocean City
6 stops
2 Days · Active Retirees
Ocean City area, Maryland
Salt Air & Slow Mornings: Two Days Along Ocean City's Shore
3 stops
3 Days · Active Retirees
Ocean City area, Maryland
Salt Air & Slow Mornings: 3 Days in Ocean City
5 stops
3 Days · Young Families
Ocean City area, Maryland
Salt Air & Small Steps: 3 Days in Ocean City with Little Ones
5 stops
3 Days · Couples
Ocean City area, Maryland
Salt Air & Wild Shores: 3 Days in Ocean City
6 stops
3 Days · Teen Families
Ocean City area, Maryland
Boardwalk Nights & Wild Shorelines: 3 Days in Ocean City
6 stops
2 Days · Teen Families
Ocean City area, Maryland
Boardwalk Nights & Wild Horse Mornings: 2 Days in Ocean City
4 stops
2 Days · Couples
Ocean City area, Maryland
Salt Air & Wild Shores: A Couples' Escape to Ocean City
4 stops
2 Days · Young Families
Ocean City area, Maryland
Sandcastles & Sea Ponies: Two Easy Days in Ocean City
3 stops
3 Days · Young Families
Annapolis area, Maryland
Sailboats, Sandcastles & State House Steps: 3 Days in Annapolis with Little Ones
6 stops
4 Days · Teen Families
Ocean City area, Maryland
Boardwalk Nights & Wild Shores: 4 Days in Ocean City
9 stops
3 Days · Teen Families
Baltimore area, Maryland
Salt Air & Star-Spangled Days: 3 Days in Baltimore
9 stops
4 Days · Couples
Ocean City area, Maryland
Salt Air & Slow Tides: 4 Days in Ocean City
8 stops
4 Days · Young Families
Baltimore area, Maryland
Splashes, Ships & Sunshine: 4 Days in Baltimore with Little Ones
10 stops
3 Days · Young Families
Eastern Shore (Chestertown, Easton, St. Michaels), Maryland
Marsh Light & Sandy Toes: An Eastern Shore Family Escape
5 stops
3 Days · Young Families
Patapsco Valley (Ellicott City, Sykesville), Maryland
Mill Wheels & River Giggles: 3 Days in Patapsco Valley with Little Ones
6 stops
Discover summer adventure across Maryland with curated itineraries tailored to every traveler. This collection features 10 itineraries spanning five distinct regions: the vibrant Ocean City area, historic Annapolis, dynamic Baltimore, the charming Eastern Shore, and scenic Patapsco Valley. Whether planning a quick 2-day coastal escape, a 3-day family getaway, or a longer 4-day exploration, travelers will find options designed for couples, families with little ones, and anyone seeking memorable summer experiences. From boardwalk nights and wild horse encounters to sailboats and river adventures, Maryland's summer offerings promise diverse activities and destinations.
Frequently Asked Questions
What itineraries are available for families traveling with young children?⌄
Several itineraries are specifically designed for families with little ones: Sailboats, Sandcastles & State House Steps (3 days in Annapolis), Splashes, Ships & Sunshine (4 days in Baltimore), Marsh Light & Sandy Toes (3 days on the Eastern Shore), and Mill Wheels & River Giggles (3 days in Patapsco Valley).
How many days should I plan for an Ocean City trip?⌄
Ocean City itineraries range from 2 to 4 days. Two-day options include Boardwalk Nights & Wild Horse Mornings, Salt Air & Wild Shores: A Couples' Escape, and Sandcastles & Sea Ponies. Longer 4-day itineraries are also available: Boardwalk Nights & Wild Shores and Salt Air & Slow Tides.
What regions of Maryland are covered in these summer itineraries?⌄
This collection covers five regions: Ocean City area, Annapolis area, Baltimore area, the Eastern Shore (including Chestertown, Easton, and St. Michaels), and Patapsco Valley (including Ellicott City and Sykesville).
Are there itineraries designed specifically for couples?⌄
Yes, Salt Air & Wild Shores is a 2-day couples' escape to Ocean City.
More Collections
Or see Summer Trips nationwide or browse every Maryland destination.