Great question! Although there’s places to look out over the Chesapeake Bay, nothing matches getting out onto the water by boat! Think open water and sea breezes, quiet and scenic coves, secluded beaches or party anchorages, warm water and aqua toys, small towns and historic sites, George Washington and history, fishing and crabbing, ocean-going ships, skipjacks, light houses close up, watermen, oysters, blue crabs, ospreys and wildlife – endless opportunities and all relaxing excitement to experience!
There are multiple ways to get out with your family to enjoy time afloat on the Chesapeake Bay. A bit of planning and organization before you come, and you’ll have a memorable time. Start with the question: ‘What are our family and friends looking for…?’ Click on the links below for a more in-depth consideration and help you answer the right questions. Naturally, we hope you choose Island Chill Yacht Charters and Chesapeake Bay Yacht Charters for your exclusive custom cruises!
- Powerboat vs Sailboat? (Link)
- Varied experiences with different opportunities.
- Just a memorable cruise, views , fun activities or a specific destination? (Link)
- Duration of charter? Influences destinations, sights and activities
- 2 hours, Half Day, Full Day, Sunset, Over-night?
- Duration of charter? Influences destinations, sights and activities
- A Private Charter or Cruise with Others?
- Private:
- Exclusivity and choices regarding experiences, destinations and activities.
- ‘Public’:
- A more ‘tourist’ experience. Less expensive though crowded.
- Private:
- Party Time! Design your party afloat beforehand.
- Simply Fun – Relaxing Excitement!
- Sightseeing
- Anchorages
- Bring your own or Catered food: BYOB
- Special Occasion? A unique way to celebrate.
- Birthday
- Bachelorette
- Reunion
- Graduation
- Anniversary
- Romantic Cruise
- Prefer a charter with a company trained as a Chesapeake Bay Storyteller?
- American and Chesapeake Bay History
- Natural History
- Bareboat or Crewed Charter?
- Do you have enough familiarity with Chesapeake Bay waters, weather and depth or better rely on an expert captain and crew?
- Professional Crew or just someone who has a boat?
- Safety, experience and purpose.
- What activities aboard would you like?
- Swimming
- Paddleboarding
- Kayaking
- Water Toys
- Photography
- Fishing and crabbing
- Serious, targeted fishing, or leisurely Family and Friends fun
- Experience actually sailing a boat – not just hold the wheel?
- Marina location?
- Accessibility
- Convenience
- Parking
- Who is in your group?
- Children
- Adolescents
- Adults
- Senior Adults
- Guests with Physical Challenges
- Budget considerations
- What to bring?
- Food
- Drink
- BYOB
- Catered
- Or a Party-ready boat?
- Record your experience: Photo – Video?
- Social media content
- Crew as photographers
- Drones
The answers to these questions will guide you what charter opportunity to look for. We hope you choose Island Chill Yacht Charters and Chesapeake Bay Yacht Charters for your exclusive and custom cruises. Feel free to give us a call (410) 212-4476 or email IslandChillYachtCharters@gmail.com. We’d love to take you out!