Boardwalk leading to a beach.
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Coastal Connection

Coastal Connection

$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

From seaside strolls and spooky ruins to cider donuts and historic mansions, this charming coastal road trip is full of surprises. Whether you’re wandering a 17th-century town green, petting goats at a giant book barn, or soaking in saltwater views, you’ll fall in love with Connecticut’s quirkier side.

Trip Highlights

  • Explore spooky seaside ruins
  • Stroll sandy beaches and boardwalks
  • Wander a one-of-a-kind bookstore
  • See the oldest house in Connecticut
  • Discover a 19th Century mansion turned art gallery
  • Multiple recommendations included on every stop

AVAILABLE TO DEPART

Days of the week: Wednesday through Sunday

Seasons: Spring through Fall

Not recommended: Mondays, Tuesdays, Holidays, Winter

SUGGESTED FOR

  • Families with older kids
  • Couples
  • Girlfriend getaways
  • Beach bums
Pebbly beach with water.
Woman walking along path in a woodsy park.
Box of six donuts on a wooden table.
Photo of an iPhone screen showing a photo of the beach.
Woman at a bookstore.

Itinerary

STOP 1

Start your day in one of Connecticut's oldest towns full of picturesque spots and cafes. Drive time to the second stop is 15 minutes.

STOP 2

Time to stretch your legs on 2 miles of sand or paved paths with lookouts. We also recommend a fantastic art gallery or boardwalk trail if you don't want to get sandy! Drive time to the third stop is 20 minutes.

STOP 3

We'll be shocked if you don't come home with something from this one-of-a-kind book store. If you're hungry for lunch there's a great brewery or cafe in town. Drive time to the fourth stop is 20 minutes.

STOP 4

Choose from a Hollywood famous town, beachside bliss, a seasonal cider spot or an abandoned seaside spot.

Region

coastal-conneciton.png

Can depart from

New Haven Area, Hartford Area, Providence Area, Springfield, MA Area

Before you go

What You'll Need to Bring

  • Bug Spray
  • Camera
  • Cash
  • Walking Shoes
  • Water
  • Reusable Shopping Bags
  • Road Trip Snacks
  • Bathing Suit
  • Beach Towel

Additional Details

  • Dog-Friendly
  • Accessible
  • Kid-Friendly

FREQUENTLY ASKED QUESTIONS

We're here to help!

  • From New Haven, CT:

2 hours and 15 minutes / 117 miles

  • From Hartford, CT:

2 hours and 48 minutes / 152 miles

  • From Providence, RI:

3 hours and 15 minutes / 186 miles

  • From Springfield, MA:

3 hours and 36 minutes / 202 miles

  • From Worcester, MA:

3 hours and 52 minutes / 228 miles

  • From Boston, MA*:

4 hours and 53 minutes / 288 miles

  • From Yonkers, NY*:

4 hours and 27 minutes / 246 miles

*We recommend booking an overnight hotel if the driving distance is greater than 4 hours round-trip.

This trip can be done from Wednesday - Sunday, Spring - Fall.

We recommend leaving between 9:30 and 10:00 am if you’re in the New Haven Area. If you’re leaving from the Hartford Area, aim for 9:00 to 9:30 am.

This trip is pet-friendly! At every stop there will be at least one option for you to explore with your furry friend. Please be sure to keep your dog leashed at all times.

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 restaurants and attractions in advance. Please see the previous page for a copy of the digital itinerary.

First Stop: No fee

Second Stop: Our featured stop is free to explore! One optional state park is free for CT registered vehicles. An optional art gallery is $10-12 per person.

Third Stop: Our featured stop is free to explore! One optional state park is free for CT registered vehicles.

Fourth Stop: Some options require entrance fees. We've provided many free alternatives.

*Please note: gas, tolls, and food may be additional costs.

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