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Exploring Eastport Annapolis: Unique Waterfront Tours and Events - Annapolis

Exploring Eastport Annapolis: Unique Waterfront Tours and Events

Annapolismoderate

Difficulty

moderate

Duration

2–4 hours

Fitness Level

Suitable for moderately fit individuals comfortable on watercraft and standing for extended periods

Overview

Discover Eastport in Annapolis, Maryland—a distinctive waterfront neighborhood offering immersive boat tours, paddleboarding adventures, and vibrant local events that celebrate Chesapeake Bay culture and nature. Dive into the authentic maritime experience this special destination delivers.

SUP
Annapolis, Maryland

Eastport: Special Events & Tours

1.5 Hours • Eco-Tours (Sundays) , Sunrise Paddles, Fireworks, Yappy Hour, and More!

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Adventure Photos

Eastport: Special Events & Tours photo 1

About This Adventure

Experience the serene beauty of Back Creek in Annapolis this summer, where you can paddle through calm waters while taking in stunning views of the Chesapeake Bay Bridge. With nearby dining and downtown attractions, Nautilus Point offers a perfect blend of nature and local culture for all ages.

Spend your summer on Back Creek in Annapolis to enjoy beautiful views of the Chesapeake Bay Bridge, calm creek waters to paddle, and plenty of wildlife to see. Less than a mile to Eastport's Restaurant Row and only 1.5-miles to Downtown Annapolis, Nautilus Point is the perfect place for locals and tourists to enjoy a paddle.

Duration

1.5 Hours

SUNRISE Schedule LIVE NOW

Mommy & Me etc

All Ages

Adventure Tips

Bring a waterproof bag

Keep your phone, wallet, and keys dry during boat tours and paddle sessions with a compact waterproof bag.

Wear layered clothing

Annapolis weather can change quickly; dress in breathable layers to stay comfortable on and off the water.

Reserve tours in advance

Special events and guided tours can fill up quickly during peak seasons—booking ahead ensures your spot.

Use reef-safe sunscreen

Protect your skin and the bay’s delicate ecosystem by applying eco-friendly, reef-safe sunscreen.

Local Insights

Wildlife

  • Osprey
  • Blue crab

History

Eastport’s maritime heritage dates to the 1700s, once home to watermen and shipbuilders supporting Chesapeake Bay commerce.

Conservation

Local tours emphasize sustainability and minimizing impact to preserve bay water quality and native habitats.

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Adventure Hotspots in Annapolis

Frequently Asked Questions

Recommended Gear

Water-resistant footwear

Essential

Keeps feet safe and comfortable on wet docks and boats.

summer specific

Polarized sunglasses

Essential

Reduces glare on the water, improving visibility during tours.

summer specific

Light waterproof jacket

Essential

Prevents chill from bay winds and unexpected rain showers.

spring specific

Reusable water bottle

Essential

Staying hydrated is critical during active boat or paddle sessions.