Northern Chesapeake Bay Tours and Activities

Northern Chesapeake Bay
Northern Chesapeake Bay
Northern Chesapeake Bay
Northern Chesapeake Bay
Northern Chesapeake Bay

Plan a trip to see Northern Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $1,576, price is now CA $1,131 per person
CA $1,131
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
8.8/10 Excellent! (1,000 reviews)
Great staff and a he beds were very comfortable

Reviewed on Apr 21, 2026

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Price was CA $1,547, price is now CA $1,139 per person
CA $1,139
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.8/10 Excellent! (1,141 reviews)
Amazing pool area, hot tub, and sauna! Honestly, it was so good that it is all I remember about the hotel and I will definitely be back! We went at Valentine's Day and they also have an amazing restaurant experience!

Reviewed on May 8, 2026

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Price was CA $2,477, price is now CA $1,868 per person
CA $1,868
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.8/10 Exceptional! (1,004 reviews)
Charming hotel and very friendly staff especially during check-in. My one and only complaint is how noisy my stay was. I highly recommend asking for a room far away from the house-keeping closet space because they are constantly in and out and shutting doors at all hours of the day. The doors to the rooms need to be sealed better but I understand it's an older hotel.

Reviewed on May 5, 2026

Tours & day trips

See all 28 activities
City centre Baltimore Helicopter Tour

City centre Baltimore Helicopter Tour

Activity duration is 10 minutes
10.0 out of 10 with 1 review
Free cancellation available
Price is CA $209 per adult
City centre Baltimore Helicopter TourOpens in new tab

Wildlife & nature

See all 6 activities
Chesapeake Beach: Sunset Sailing Cruise with Snacks

Chesapeake Beach: Sunset Sailing Cruise with Snacks

Activity duration is 2 hours and 30 minutes
Free cancellation available
Price is CA $156 per adult
Chesapeake Beach: Sunset Sailing Cruise with SnacksOpens in new tab

Weddings & honeymoons

See all 3 activities
2-Hour Relaxing Chesapeake Day Sail on Lady Patty

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

Activity duration is 2 hours
Free cancellation available
Price is CA $219 per adult
2-Hour Relaxing Chesapeake Day Sail on Lady PattyOpens in new tab

Popular places to visit

Breezy Point New York Aerial View beach and houses

Breezy Point Beach

Why not spend a carefree afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area, or simply enjoy its restaurants.

Breezy Point Beach
Chesapeake Beach Water Park

Chesapeake Beach Water Park

Enjoy the thrill rides with your kiddos at Chesapeake Beach Water Park during your trip to Chesapeake Beach. Visit the spas in this relaxing area, or simply enjoy its restaurants.

Chesapeake Beach Water Park

Bruce Gabrielson's Surf Art Gallery and Museum

You can spend an afternoon studying the exhibits at Bruce Gabrielson's Surf Art Gallery and Museum during your trip to Chesapeake Beach. Stroll along this relaxing area's beaches, or simply enjoy its restaurants.

Bruce Gabrielson's Surf Art Gallery and Museum

Ragged Island

Commune with nature and explore the great outdoors at Ragged Island during your travels in Cambridge. While you're in the area, stroll along the riverfront.

Ragged Island

Matoaka Beach

Why not spend a lazy afternoon at Matoaka Beach during your trip to St. Leonard? Amble around the area's parks or visit its shops.

Matoaka Beach

Long Beach

Why not spend a lazy afternoon at Long Beach during your trip to Calvert Beach-Long Beach?

Long Beach

Best Lodging Options Near Northern Chesapeake Bay

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
The Inn at Chesapeake Bay Beach Club
Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly

Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly

Stevensville MD
Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly
Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux

Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux

Stevensville MD
Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux
Circa 1700 Chesapeake Colonial home on the National Register.

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville MD
Circa 1700 Chesapeake Colonial home on the National Register.
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
Kent Island Resort
Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville MD
Charming Coastal/Country Home w/3 Acres & Sauna!
NEW! Charming Farm House in Historic Kent Island

NEW! Charming Farm House in Historic Kent Island

Stevensville MD
NEW! Charming Farm House in Historic Kent Island
Island Life! Kent Island Waterfront with Pool-Bring your boat!

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville MD
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Stevensville MD
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
See all 2,791 properties in Northern Chesapeake Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.