Sailing Charters
Morning Star Brunch Cruise
Morning Star Brunch Cruise
Morning Star Brunch Cruise
About the charter: Experience sailing on the Chesapeake Bay on this early day 2.5 hour cruise for up to 6 passengers. Charters may be booked individually or for private groups up to 6 people. Departing from Hampton, Virginia.
Price: $90 per passenger. $540 per private group. Includes tax.
Availability: Saturdays & Sundays | 10:30 AM
Afternoon Expedition
Morning Star Brunch Cruise
Morning Star Brunch Cruise
About the charter: Enjoy the afternoon sun and the spirit of the bay on this 2.5 hour sailing cruise for up to 6 passengers. Charters may be booked individually or for private groups up to 6 people. Departs from Hampton, Virginia.
Price: $90 per passenger. $540 per private group. Includes tax.
Availability: Saturdays & Sundays | 3:00 PM
Sunset Voyage
Morning Star Brunch Cruise
Sunset Voyage
About the charter: Experience a stunning sunset over the bay on this 2.5 hour evening sailing cruise for up to 6 passengers. Charters may be booked individually or for private groups up to 6 people. Departs from Hampton, Virginia.
Price: $110 per passenger. $660 per private group. Includes tax.
Availability: Monday - Sunday | 6PM
Private Charters | Half & Full Day
Half-Day Getaway Cruise
Half-Day Sunset Cruise
Half-Day Sunset Cruise
About the charter: Half-day of sailing and brunch with a chance to escape from it all sailing on the bay. Charters are a half-day private sail for 4 hours with up to 6 passengers. Includes one small charcuterie board and a mimosa. Departs from Hampton, Virginia
Price: Price: $850 private cruise. Includes tax.
Availability: Availability: Saturdays & Sundays | 11AM
Half-Day Sunset Cruise
Half-Day Sunset Cruise
Half-Day Sunset Cruise
About the charter: An afternoon sail to relax and play in Bay ending with breathtaking sunset views! This is a half-day private sailing charter for 4 hours with up to 6 passengers. Includes one small charcuterie board and a glass of sparkling wine (21+). Charters depart from Hampton, Virginia.
Price: Price: $1050 private cruise. Includes tax.
Availability: Saturdays & Sundays | 4PM
Afternoon Skippers Escape
Half-Day Sunset Cruise
Go Native Full-Day Cruise
About the charter: Leave work early to embrace the summer to set sail on the "Afternoon Skippers Escape"! This is a half-day private sailing charter for 4 hours with up to 6 passengers. Includes one small charcuterie board and a glass of sparkling wine (21+). Charters depart from Hampton, Virginia.
Price: Price: $700 private cruise.| $125 per person, minimum of 4 people. Includes tax.
Availability: Saturdays & Sundays | 4PM
Go Native Full-Day Cruise
Go Native Full-Day Cruise
Go Native Full-Day Cruise
About the charter: A full day of sailing and brunch with endless opportunities to explore the bay! This is a full day private sailing cruise for 7 hours with up to 6 passengers. Includes one small charcuterie board and a mimosa. Charters depart from Hampton, Virginia.
Price: $1600 private cruise. Includes tax.
Availability: Saturdays & Sundays | 10AM
Sunset Warrior Full-Day Cruise
Go Native Full-Day Cruise
Sunset Warrior Full-Day Cruise
About the charter: A full day of sailing with a breathtaking sunset as the grand finale!
This is a full-day private sailing charter for 7 hours with up to 6 passengers. Includes one small charcuterie board and a glass of sparkling wine. Must be 21+ to consume alcohol on our charters. Departs from Hampton, Virginia.
Price: $1600 private cruise. Includes tax.
Availability: Saturdays & Sundays | 1PM
Summer Season 2025
We Are Not Yet Taking Bookings for the 2025 Season
Please check back for updates.
If you would like to put your name on our contact list please call us at 757-751-0730 or email us at info@nativeislandsaling.com