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Waterside Bliss

Waterside Bliss

Regular price $39.00 CAD
Sale Sold out

Only one trip is required per group.

* "PDF Instant Download" means the trip will be sent by email as a PDF document, and not by mail (the email is sent immediately after completing your purchase)

WHAT TO EXPECT

Beach breezes, coastal eats, and charming strolls await on this picturesque day trip. You’ll wander waterfront boardwalks, explore historic homes, and discover secret spots only the locals know - all with a side of sandy serenity and small-town charm.

Trip Highlights

  • Beachfront boardwalks and gentle hiking trails
  • Stroll past gorgeous colonial mansions
  • Explore abandoned ruins with a story
  • Waterfront brunch cafés and cozy biergartens
  • Multiple recommendations included on every stop

AVAILABLE TO DEPART

Days of the week: Any day

Seasons: Spring through Fall

Not recommended: Winter and Holidays

SUGGESTED FOR

  • Romantic couple date days
  • History lovers and architecture fans
  • Locals who’ve “seen it all”
  • Dog owners (it's pet-friendly!)

Itinerary

STOP 1

Whether you want a marina meal, quick cafe stop, or a market visit for a beach picnic, we've rounded up some of the best waterside eats for you to start the day. Drive time to the second stop is 10 minutes.

STOP 2

Stroll through the historic heart of a colonial town filled with epic architecture. Drive time to the third stop is 25 minutes.

STOP 3

Choose between scenic boardwalks or haunting mansion ruins on the water. Drive time to the fourth stop is 20-35 minutes.

STOP 4

End the day your way with your choice of a peaceful beach walk, a weekend winery visit, or a cozy meal in a German biergarten.

Region

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Can depart from

Washington DC Area, Baltimore Area, Alexandria VA Area

Before you go

What You'll Need to Bring

  • Bathing Suit
  • Beach Towel
  • Cash
  • Sunscreen (lots of easy outdoor activities)
  • Road Trip Snacks
  • Walking Shoes
  • Camera

Additional Details

  • Kid-Friendly
  • Dog-Friendly

FREQUENTLY ASKED QUESTIONS

We're here to help!

Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.

From Washington, D.C.:

2 hours and 25 minutes / 85 miles

From Baltimore, MD:

2 hours and 15 minutes / 90 miles

From Leesburg, VA:

3 hours and 30 minutes / 172 miles

From Frederick, MD:

3 hours and 15 minutes / 165 miles

From Cambridge, MD:

3 hours and 15 minutes / 144 miles

From Alexandria, VA:

1 hour and 47 minutes / 88 miles

This trip can be done any day from Spring - Fall. There are a few closures from Sunday - Tuesday, but we provide alternatives.

We recommend leaving anytime between 9:30 am and 10:30. The later you leave, the less time you may have to complete all of the stops.

This trip is pet-friendly! At every stop there will be at least one option for you to explore with your furry friend.

Please note that our boardwalk suggestion on stop three does not allow dogs. There is an alternative paid recommendation.

We recommended bringing up to 5 people on your surprise road trip.

If you're bringing a larger group, we highly recommend having one person in charge of booking reservations at the restaurants and attractions in advance. In your confirmation email, you'll receive a copy of the itinerary.

First Stop: No fee

Second Stop: No fee

Third Stop: One recommendation is $11 per adult. This is the only activity available on Sunday.

Fourth Stop: No fee

After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.