Annapolis: A Historic and Nautical Yacht Charter Destination

Annapolis, the capital of Maryland and known as America’s Sailing Capital, is a charming and historic destination for yacht charters. Nestled along the Chesapeake Bay, Annapolis offers a perfect blend of maritime heritage, scenic beauty, and vibrant culture. Whether you’re cruising through the bay, exploring historic landmarks, or enjoying the lively waterfront, a yacht charter in Annapolis promises an unforgettable experience.

Explore Annapolis by Yacht Charter

A luxury yacht charter in Annapolis allows you to discover the best of this nautical city. Start your journey by cruising along the Chesapeake Bay, where you can anchor in tranquil bays and explore charming waterfront towns. The bay is known for its calm waters, making it perfect for sailing, swimming, and water sports.

For history enthusiasts, a visit to the United States Naval Academy is a must. This prestigious institution offers guided tours of its historic campus, including the stunning chapel and the Naval Academy Museum. A yacht charter allows you to dock nearby and explore the academy’s rich history and traditions.

Annapolis’ historic downtown is another highlight of any yacht charter. The city’s cobblestone streets, colonial architecture, and vibrant harbor create a picturesque setting for exploration. You can visit the Maryland State House, the oldest state capitol still in continuous legislative use, or stroll along Main Street, known for its boutique shops, art galleries, and waterfront dining.

For those seeking relaxation, the Chesapeake Bay offers pristine beaches and serene anchorages. Sandy Point State Park, located just outside Annapolis, is perfect for swimming, picnicking, and enjoying the bay’s natural beauty. A yacht charter also allows you to explore nearby destinations like the Eastern Shore and the charming town of St. Michaels.

Why Choose a Yacht Charter in Annapolis?

Annapolis is a yacht charter destination that combines historic charm with nautical adventure. Whether you’re exploring the Chesapeake Bay, visiting historic landmarks, or enjoying the vibrant waterfront, a private yacht charter provides the ultimate way to experience it all.

A luxury yacht charter in Annapolis allows you to customize your itinerary to suit your preferences. Whether you want to spend your days sailing on the bay, exploring historic sites, or simply relaxing on deck, Annapolis offers endless opportunities for adventure and relaxation.

Set Sail for Annapolis

From the historic streets of downtown to the serene waters of the Chesapeake Bay, Annapolis is a yacht charter destination that captivates the senses. With its rich history, stunning landscapes, and luxurious amenities, a private yacht charter in Annapolis promises an unforgettable experience. Set sail for Annapolis and discover the ultimate blend of luxury, adventure, and nautical charm.

Luxury yacht sailing in the Chesapeake Bay near Annapolis, Maryland, with the historic skyline, sailboats, and calm blue waters in the background
Luxury yacht sailing in the Chesapeake Bay near Annapolis, Maryland, with the historic skyline, sailboats, and calm blue waters in the background

Best time for a yacht charter in Annapolis

best time: May-October – mild weather, lively waterfront, and ideal sailing conditions
high season: June-August – peak tourism, perfect sailing weather, but busier and pricier
low season: November-April – quieter, cooler weather, and lower rates, though some services may be limited

Charter Yachts available in Annapolis

"Extended journeys with full crew and luxury"

VARIETY VOYAGER
2012 / 68m / 32 crew / 71 guests
GEMS II
2009 / 40.5m / 8 crew / 12 guests
RELENTLESS
2001 / 44.2m / 9 crew / 10 guests
AQUASITION
2010 / 43.28m / 9 crew / 10 guests
HARMONY V
2009 / 55m / 17 crew / 49 guests
MEMENTO VIVERE
2005 / 39.62m / 7 crew / 10 guests
PANORAMA
1993 / 54m / 17 crew / 49 guests
CYRA
2019 / 32.31m / 5 crew / 9 guests

"Short, curated escapes with premium service"

DO IT ANYWAY
2019 / 23.7m / 3 crew / 8 guests
VENTURE
2007 / 31m / 4 crew / 9 guests
TRIFECTA
2023 / 15.06m / 2 crew / 6 guests
COPAY
2003 / 24.38m / 3 crew / 6 guests
GEM
2003 / 19.51m / 1 crew / 4 guests
KILAUEA
2017 / 15.24m / 2 crew / 6 guests
ÉLYSÉ
2016 / 18.35m / 2 crew / 6 guests
WHISKEY & WAVES
2017 / 15m / 2 crew / 6 guests

“Classic elegance, wind-powered serenity.”

PANORAMA
1993 / 54m / 17 crew / 49 guests
SATORI
2017 / 41.5m / 8 crew / 10 guests
SELENA
2014 / 31.89m / 4 crew / 6 guests
WHISPER
2003 / 35.36m / 5 crew / 6 guests
YCH2
2009 / 27.71m / 4 crew / 6 guests
IRELANDA
1996 / 31.95m / 4 crew / 6 guests
LE REVE L620 ESSENCE
2017 / 18.9m / 2 crew / 6 guests
€ 39000 € 31000
SEMPER FIDELIS
2022 / 19.49m / 3 crew / 8 guests

"Powerful, spacious, and effortlessly luxurious"

VARIETY VOYAGER
2012 / 68m / 32 crew / 71 guests
GEMS II
2009 / 40.5m / 8 crew / 12 guests
RELENTLESS
2001 / 44.2m / 9 crew / 10 guests
AQUASITION
2010 / 43.28m / 9 crew / 10 guests
HARMONY V
2009 / 55m / 17 crew / 49 guests
MEMENTO VIVERE
2005 / 39.62m / 7 crew / 10 guests
CYRA
2019 / 32.31m / 5 crew / 9 guests
SENSEI
1991 / 39m / 7 crew / 10 guests

"Spacious stability for groups and families."

LE REVE L620 ESSENCE
2017 / 18.9m / 2 crew / 6 guests
€ 39000 € 31000
SEMPER FIDELIS
2022 / 19.49m / 3 crew / 8 guests
HALCYON
2024 / 24.38m / 4 crew / 8 guests
LISA OF THE SEAS
2020 / 20.46m / 3 crew / 10 guests
EUR 34000 EUR 30600
HOUBARA
2012 / 23.99m / 3 crew / 6 guests
MAGIC CAT
1995 / 25m / 4 crew / 8 guests
ADEA
2017 / 18.9m / 3 crew / 8 guests
EUR 25000 EUR 22500
ARAOK
2018 / 17.8m / 3 crew / 6 guests

"Speed meets spacious comfort"

SEIYA
2020 / 23.96m / 4 crew / 8 guests
EXPLORION
2023 / 16.46m / 3 crew / 8 guests

"Timeless wooden charm with modern comfort."

PANORAMA
1993 / 54m / 17 crew / 49 guests
SATORI
2017 / 41.5m / 8 crew / 10 guests

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