Best 241 things to do in Annapolis, MD

Private Sunday pickleball play with a bucket of drinks included

A two-hour pickleball social with court time and gear included

Learn pickleball basics or sharpen your serve with private coaching

Serve up family fun with a hosted pickleball party

Private court time for rallies, practice, and social play

Gather your crew for pickleball, food, drinks, and friendly rivalry

Private darts, open-bar drinks, and friendly competition

Gather your crew for private darts, casual games, and friendly competition

Build your skating skills with one-on-one instruction

Build pickleball skills through coaching and social play

Walk Capitol Hill to see Union Station, the Supreme Court, and the Library of Congress

Trace the women who shaped advocacy and civil rights in Washington, D.C.

Cruise the Potomac with your own food, drinks, and music on an 18-foot picnic boat.

Sail the Anacostia and Potomac with an onboard bar and landmark views

Private floating cantina cruise with DC landmark views and onboard drinks

Cruise in classic comfort with personalized service and scenic water views

Share a winery tasting and two Tasting Room glasses on a date night for two

Relax and celebrate on a stylish private cruise with stewardess service

Make your wellness gathering feel at home on a 45-foot yacht

Raise a glass as you sail into the sunset

Convertible bus sightseeing with U.S. Capitol and National Archives access

Explore Washington, DC by Luxury Bus With an Expert Local Guide

Fish the Potomac after dark with a captain-led private charter

Catch-and-release fishing with Washington, DC views