Rum & Reggae Cruise in Chesapeake City, Maryland
Difficulty
easy
Duration
2–3 hours
Fitness Level
Minimal physical effort required; suitable for most fitness levels.
Overview
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.
Rum & Reggae Cruise
$60 | 90 Minutes | Irie Vibes, Rum Tastings + Perfect Summer Weather!
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Adventure Photos
About This Adventure
Experience the ultimate island escape on the 'Don't Worry, Be Happy' Rum & Reggae Sunset Cruise! Enjoy breathtaking views of the Chesapeake Bay while grooving to reggae beats and savoring Caribbean rum tastings. With a vibrant atmosphere and a full cash bar, this unforgettable evening promises relaxation and joy as the sun sets.
Rates
Adults (Ages 21+): $60
Duration
90 Minutes
About
Feel the island vibes on the water with our 'Don't Worry, Be Happy' Rum & Reggae Sunset Cruise!
Immerse yourself in the perfect blend of a stunning sunset and the rhythmic beats of the best reggae tunes. Our full cash bar sets the tone with $5 Famous Rum Punch, and your ticket purchase includes three different Caribbean Rum tastings 🍹
Groove to classic and modern reggae hits as you cruise the upper Chesapeake Bay, departing from our docks next to the Chesapeake Inn Restaurant & Tiki Bar.
Tickets are $60 for adults (21+), but hurry, they sell out fast!
Join us for a carefree evening where the only thing on your mind will be the rhythm of the waves and the joy of Rum & Reggae! 🌅🎶
Don't miss out on this limited experience – we sell a limited number of tickets, so advance purchase is highly recommended. And don't worry about the weather—full refunds for cancellations due to weather conditions. Boarding begins 15 minutes before departure.
Please Note:
- Boarding starts 15 minutes before departure. Please be on time, the Captain cannot wait!
- Restroom available onboard.
- Guests must be 21+ to consume alcoholic beverages and must present a valid ID.
- Soft drinks, soda, water and chips/ pretzels available onboard for purchase.
Adventure Tips
Bring a light jacket
Evenings on the bay can get cool, so layering up ensures comfort as temperatures drop after sunset.
Arrive early
Arriving 15 minutes before departure helps secure the best seating and a smooth boarding experience.
Limit alcohol consumption
Enjoy the rum tastings responsibly to stay safe and fully enjoy the cruise experience.
Check weather conditions
Confirm the weather forecast ahead of time as high winds or storms may cancel the cruise.
Local Insights
Wildlife
- Ospreys frequently spotted diving for fish over the bay
- Blue herons standing gracefully near the shoreline
History
Chesapeake City grew around the C&D Canal and has a rich maritime history tied to trade and transportation on the Chesapeake Bay.
Conservation
Chesapeake Water Tours promotes environmental stewardship by encouraging sustainable tourism practices and minimizing impact on local marine habitats.
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Adventure Hotspots in Baltimore
Frequently Asked Questions
Recommended Gear
Light jacket or sweater
Keeps you warm during cool and windy evenings on the water.
spring specific
Sunscreen
Protects skin from sun exposure during daytime cruising.
summer specific
Hat and sunglasses
Provides shade and eye protection against bright sun on the bay.
summer specific
Camera or smartphone
Capture stunning sunset views and lively moments on the cruise.