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Travel & outdoor events in Princess Anne, MD

Search for something you love or check out popular events in your area.

Nearly full
Evening Bridge Hike
Thu, Aug 28, 6:00 PM
Big Chill Beach Club
Nearly full
Evening Bridge Hike
Thu, Aug 28, 6:00 PM
Big Chill Beach Club
Kingscreek Paddle - 2025 - Sultana Education Foundation
Sat, Sep 20, 10:00 AM
Kingston landing
Kingscreek Paddle - 2025 - Sultana Education Foundation
Sat, Sep 20, 10:00 AM
Kingston landing
Sales end soon
An Epic Scavenger Hunt! - Patuxent Prowlers‘ Treasure Pursuit
Tomorrow at 8:00 AM + 157 more
22156 Three Notch Rd
Sales end soon
An Epic Scavenger Hunt! - Patuxent Prowlers‘ Treasure Pursuit
Tomorrow at 8:00 AM + 157 more
22156 Three Notch Rd
Sales end soon
An Action-Packed Scavenger Hunt! - Oxford‘s Wharfside Wonders Hunt
Tomorrow at 8:00 AM + 176 more
103 S Morris St
Sales end soon
An Action-Packed Scavenger Hunt! - Oxford‘s Wharfside Wonders Hunt
Tomorrow at 8:00 AM + 176 more
103 S Morris St
Sales end soon
Radical Rehoboth Amazing Race & Tour
Tomorrow at 11:00 AM + 251 more
The Coffee Mill
Sales end soon
Radical Rehoboth Amazing Race & Tour
Tomorrow at 11:00 AM + 251 more
The Coffee Mill
Sales end soon
Adventurous Scavenger Hunt! - Rehoboth Riddles & Beachside Bounty
Tomorrow at 8:00 AM + 181 more
8 Rehoboth Ave
Sales end soon
Adventurous Scavenger Hunt! - Rehoboth Riddles & Beachside Bounty
Tomorrow at 8:00 AM + 181 more
8 Rehoboth Ave
Kiwanis Club of Coastal Delaware's - Afternoon Cruise
Wed, Sep 3, 3:30 PM
Cape Water Tours
Kiwanis Club of Coastal Delaware's - Afternoon Cruise
Wed, Sep 3, 3:30 PM
Cape Water Tours
Sales end soon
Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt
Tomorrow at 8:00 AM + 224 more
200 Cherry St
Sales end soon
Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt
Tomorrow at 8:00 AM + 224 more
200 Cherry St
Jolly Trolley Shuttle Day Passes
Today at 3:00 PM + 20 more
Jolly Trolley Fixed Route Shuttle
Jolly Trolley Shuttle Day Passes
Today at 3:00 PM + 20 more
Jolly Trolley Fixed Route Shuttle
Jolly Trolley Shuttle One Way Passes
Today at 3:00 PM + 20 more
Jolly Trolley Fixed Route Shuttle
Jolly Trolley Shuttle One Way Passes
Today at 3:00 PM + 20 more
Jolly Trolley Fixed Route Shuttle
Sales end soon
A Date Night Adventure! - Rehoboth Riddles & Beachside Bounty
Tomorrow at 8:00 AM + 55 more
8 Rehoboth Ave
Sales end soon
A Date Night Adventure! - Rehoboth Riddles & Beachside Bounty
Tomorrow at 8:00 AM + 55 more
8 Rehoboth Ave
Freewalkers Lewes Delaware Getaway Weekend
Sat, Oct 18, 12:00 PM
Cape May-Lewes Ferry
Freewalkers Lewes Delaware Getaway Weekend
Sat, Oct 18, 12:00 PM
Cape May-Lewes Ferry
Sales end soon
St. Michaels, Maryland Scavenger Hunt
Tomorrow at 11:00 AM + 193 more
Skipjack's St. Michaels
Sales end soon
St. Michaels, Maryland Scavenger Hunt
Tomorrow at 11:00 AM + 193 more
Skipjack's St. Michaels
Sales end soon
St. Michaels, Maryland Amazing Race & Tour
Tomorrow at 11:00 AM + 251 more
Skipjack's St. Michaels
Sales end soon
St. Michaels, Maryland Amazing Race & Tour
Tomorrow at 11:00 AM + 251 more
Skipjack's St. Michaels
Turtle Paddle - 2025 - Sultana Education Foundation
Sat, Oct 4, 10:00 AM
Tuckahoe State Park Boat Ramp
Turtle Paddle - 2025 - Sultana Education Foundation
Sat, Oct 4, 10:00 AM
Tuckahoe State Park Boat Ramp
Sales end soon
Adventurous Scavenger Hunt! - Chesapeake Charm & Coastal Quest
Tomorrow at 8:00 AM + 204 more
4155 Mears Ave
Sales end soon
Adventurous Scavenger Hunt! - Chesapeake Charm & Coastal Quest
Tomorrow at 8:00 AM + 204 more
4155 Mears Ave
2025 Local 26 Fishing Trip
Sat, Sep 20, 4:30 AM
Happy Harbor
2025 Local 26 Fishing Trip
Sat, Sep 20, 4:30 AM
Happy Harbor
The Eagles Organization Annual Fishing Trip
Sat, Sep 13, 11:30 AM
Sporting Wood Charter Fishing
The Eagles Organization Annual Fishing Trip
Sat, Sep 13, 11:30 AM
Sporting Wood Charter Fishing
Nearly full
#TravelsWithOllie: August Group Hike
Sunday at 9:00 AM
Calvert Cliffs State Park
Nearly full
#TravelsWithOllie: August Group Hike
Sunday at 9:00 AM
Calvert Cliffs State Park
Bay River Travel , Newport News to Urbanna Oyster Festival 2025
Fri, Nov 7, 10:00 AM + 1 more
Urbanna Town Marina
Bay River Travel , Newport News to Urbanna Oyster Festival 2025
Fri, Nov 7, 10:00 AM + 1 more
Urbanna Town Marina

Trends in Princess Anne

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Frequently asked questions about Princess Anne

What are the best events to attend?

According to Eventbrite, the best events are:

Evening Bridge Hike

Kingscreek Paddle - 2025 - Sultana Education Foundation

Radical Rehoboth Amazing Race & Tour

Adventurous Scavenger Hunt! - Rehoboth Riddles & Beachside Bounty

Which events are currently trending in Princess Anne?

The trending searches this month in Princess Anne are:

princess anne civic center

waters car service business bal

university of maryland eastern shores

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Jolly Trolley Shuttle Day Passes

Jolly Trolley Shuttle One Way Passes

An Epic Scavenger Hunt! - Patuxent Prowlers‘ Treasure Pursuit

An Action-Packed Scavenger Hunt! - Oxford‘s Wharfside Wonders Hunt