easy
2–3 hours
Minimal physical effort required; suitable for most fitness levels.
Join the 'Don't Worry, Be Happy' Rum & Reggae Sunset Cruise in Chesapeake City for a relaxing evening of reggae rhythms and Caribbean rum tastings over breathtaking Chesapeake Bay views.
Set sail on the 'Don't Worry, Be Happy' Rum & Reggae Sunset Cruise offered by Chesapeake Water Tours in Chesapeake City, Maryland, for a truly memorable outdoor adventure. This one-of-a-kind experience combines the relaxing vibes of Caribbean reggae music with the swirling, salty breeze of Chesapeake Bay. As the sun begins to set, passengers are invited to enjoy vibrant reggae beats that create an upbeat and festive atmosphere while sampling a selection of fine Caribbean rums. This cruise features a spacious deck and a full cash bar, making it the perfect mix of scenic beauty, fun, and indulgence. Whether you're celebrating a special occasion or simply looking to unwind after a busy day, this cruise delivers stunning bay views and plenty of chance to relax with friends or meet fellow adventurers. The calm waters and gentle rocking of the boat provide a soothing backdrop to the lively tunes and tasty drinks. Alongside the music and rum tastings, the cruise offers charming glimpses of maritime life and the historic Chesapeake City waterfront. With friendly hosts and an easygoing pace, it’s a fantastic way to experience the region’s coastal charm in a private, intimate setting.
Evenings on the bay can get cool, so layering up ensures comfort as temperatures drop after sunset.
Arriving 15 minutes before departure helps secure the best seating and a smooth boarding experience.
Enjoy the rum tastings responsibly to stay safe and fully enjoy the cruise experience.
Confirm the weather forecast ahead of time as high winds or storms may cancel the cruise.
Chesapeake City grew around the C&D Canal and has a rich maritime history tied to trade and transportation on the Chesapeake Bay.
Chesapeake Water Tours promotes environmental stewardship by encouraging sustainable tourism practices and minimizing impact on local marine habitats.
Keeps you warm during cool and windy evenings on the water.
spring specific
Protects skin from sun exposure during daytime cruising.
summer specific
Provides shade and eye protection against bright sun on the bay.
summer specific
Capture stunning sunset views and lively moments on the cruise.