Sail into Serenity: Full Day Private Charters on Chesapeake Bay from Annapolis
Difficulty
easy
Duration
8 hours
Fitness Level
Suitable for a wide range of fitness levels; minimal physical exertion required as sailing is mostly enjoyed seated or standing on deck.
Overview
Unwind aboard a luxurious catamaran on Chesapeake Bay with a private 8-hour charter from Annapolis. Perfect for sunset sails, romantic escapes, or fun with friends, this trip reveals the bay’s unmatched natural beauty and maritime charm.
Full Day Private Charters
All Ages • 8 Hours • 2- 12 Passengers
Select participants and date
About This Adventure
Experience the breathtaking Chesapeake Bay sunset aboard a luxurious catamaran. This 8-hour adventure is ideal for a romantic evening or a fun outing with friends, providing a perfect backdrop to unwind after exploring Annapolis. Enjoy the serene waters and stunning views that make this experience truly unforgettable.
Spend some time on the water!
Duration
8 Hours
About
Catch the gorgeous Chesapeake Bay sunset aboard a luxury catamaran. Perfect for a romantic evening, cocktails with friends or a way to end a day exploring Annapolis.
Note: Captain's Fee Not Included In Booking Cost
To be paid directly to captain at the time of charter: 7 or more passengers- $500 6 or less passengers- $400
Adventure Tips
Bring Water and Snacks
Although some snacks may be offered, pack your own water and light bites to stay energized during the 8-hour sail.
Dress in Layers
Bay weather can shift quickly, so wear layered clothing to stay comfortable from warm afternoon sun to cooler evening breezes.
Apply Reef-Safe Sunscreen
Protect your skin and the Bay’s delicate ecosystem by using environmentally-friendly sunscreen during your sail.
Secure Your Belongings
Use waterproof bags or containers to keep personal items safe from spray and wind on the open water.
Local Insights
Wildlife
- Ospreys nesting along shorelines
- Harbor seals occasionally spotted near rocky points
History
Annapolis, established in 1649, has long been a maritime hub, home to the U.S. Naval Academy and a rich sailing tradition.
Conservation
The charters follow eco-friendly practices including minimizing fuel use and encouraging guests to respect wildlife habitats.
Select participants and date
Adventure Hotspots in Annapolis
Frequently Asked Questions
Recommended Gear
Sunglasses
Protect your eyes from glare off the water during daylight hours.
summer specific
Windbreaker Jacket
A light, windproof layer to block chilly breezes on the water.
spring specific
Non-Slip Footwear
Shoes with good traction help maintain stability on wet boat decks.
Reusable Water Bottle
Stay hydrated throughout the day without creating plastic waste.