New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Head to Sherwood Island State Park for a morning walk on the beach and a picnic breakfast.

Afternoon

Visit the Westport Country Playhouse for a matinee performance, then grab a late lunch at The Spotted Horse Tavern.

Evening

Take a stroll around downtown Westport, stopping in at independent boutiques like Savannah Bee Company and Patagonia, before enjoying a fine dining experience at The Whelk.

Bedtime

Find amazing hotels in .

Morning

Start the day with a visit to the Westport Farmers Market to pick up fresh produce. Then, head to Earthplace for a nature walk and to learn about local wildlife.

Afternoon

Stop by the Westport Library for a book or DVD, then grab lunch at the charming Post 154.

Evening

Take a sunset sail on the Long Island Sound with SoundWaters Community Center, and enjoy dinner at the farm-to-table Terrain Garden Cafe.

Bedtime

Find amazing hotels in .

Morning

Spend the morning exploring the historic Westport Country Playhouse, followed by a visit to the nearby Westport Historical Society.

Afternoon

Head to the Saugatuck River for a scenic kayak trip, then grab lunch at the popular Arezzo Ristorante.

Evening

Take in a show at the Levitt Pavilion, followed by dinner at the elegant Tavern on Main.

Bedtime

Find amazing hotels in .

Morning

Start the day with a visit to the Compo Beach and Marina, followed by a bike ride on the nearby Staples High School nature trail.

Afternoon

Explore the Westport Arts Center, then grab lunch at the charming Artisan Restaurant.

Evening

Take in a movie at the Bow Tie Cinemas, followed by dinner at the trendy Kawa Ni.

Bedtime

Find amazing hotels in .

Morning

Spend the morning at the Wakeman Town Farm, learning about sustainable agriculture and meeting the farm animals.

Afternoon

Visit the nearby Norwalk Maritime Aquarium for an afternoon of viewing marine life, then grab lunch at the popular Shake Shack.

Evening

Take a cooking workshop at the Terrain Garden Cafe, followed by dinner at the farm-to-table Harvest Wine Bar and Restaurant.

Bedtime

Find amazing hotels in .

What others have been looking for

Porto Adventure: 5 Days of Culture and Wine

3 Days of Fun in Porto

Porto Adventure 2 Days

Luxury and Nature in St. Moritz

Pattaya Adventure Extravaganza 14 Days

5-Day Scenic and Cultural Portugal Adventure

Ultimate Los Angeles Experience in 3 Days

Pisa Adventure - 5 Days

2 Days of Wine and River Views in Porto

Porto Adventure: 3 Days of Food, Art, and Music

Porto Adventure: 2 Days of Culture and Wine

Porto Adventure: 3 Days of Exploration

Porto Scenic and Relaxing 2-Day Getaway

Porto Adventure and Culture Extravaganza 4 Days

Copenhagen Culinary and Cultural Delights

Find the right stay during your trip.

Got a question about your trip?