Southampton

Day Trips

Make the most of your day with our curated plans, packed with Southampton's hidden gems and unique experiences!

day 1
Explore Southampton
morning
:

Start your day with a walk on Southampton's beautiful beaches. Grab a coffee from a local café and enjoy the fresh ocean breeze.

afternoon
:

Visit the Southampton Historical Museum to learn about the town's rich history. Afterward, explore the unique shops and boutiques in the village.

evening
:

Dine at one of the waterfront restaurants while watching the sunset over the bay. Take a leisurely stroll along the beach to wind down your day.

day 2
Nature Retreat
morning
:

Head to the Southampton Arts Center for an engaging art exhibit. Enjoy the picturesque surroundings with a peaceful walk in the nearby nature trails.

afternoon
:

Pack a picnic lunch and relax at Agawam Park, enjoying the green space and fresh air. Take time to read or people-watch in this serene environment.

evening
:

Attend a local theater performance or concert at the Southampton Cultural Center. Cap off your night with dessert at a cozy local bakery.

day 3
Active Adventures
morning
:

Rent a bike and explore the scenic Shinnecock Canal. Stop to take photos of the stunning landscapes along your route.

afternoon
:

Cool off at a nearby beach and enjoy some time swimming or sunbathing. Try paddleboarding for a fun and unique experience on the water.

evening
:

Unwind at a local bar with live music. Share your day’s adventures with friends while savoring delicious cocktails.

day 4
Beach Day Fun
morning
:

Spend your morning soaking up the sun at Cooper's Beach, known for its fine sand and clear water. Bring along some beach games for added fun.

afternoon
:

Grab lunch at a local beachside café, relishing fresh seafood. Continue your beach day with a relaxing afternoon of sunbathing or beachcombing.

evening
:

Enjoy a beach bonfire if permitted, making s'mores as the sky turns vibrant colors. Alternatively, find a beachfront restaurant for dinner and great sunset views.

day 5
Scenic Views
morning
:

Start with a visit to the Point of Woods and enjoy child-friendly trails. The early hours are perfect for peaceful wildlife watching.

afternoon
:

Visit local vineyards for wine tasting and vineyard tours. Savor the flavors while enjoying the scenic views of the vineyards.

evening
:

Enjoy a sunset cruise along the coast to experience breathtaking views from the water. Conclude your night with a romantic dinner at a top-rated restaurant.

day 6
Historic Adventure
morning
:

Visit the Wellwood O'Reilly House Museum to dive into Southampton’s history. This quaint museum offers a glimpse into local heritage.

afternoon
:

Explore the charming village streets lined with historic buildings and charming shops. Stop for lunch at a café famed for its locally-sourced menu.

evening
:

Join a guided ghost tour to discover Southampton’s spooky past. End your night at a local pub, enjoying a laid-back atmosphere.

day 7
Artistic Exploration
morning
:

Visit local galleries showcasing regional artists and their works. Grab a coffee at a nearby café while discussing your favorite pieces.

afternoon
:

Engage in an art workshop at the Southampton Arts Center. Let your creativity flow while learning new techniques from seasoned artists.

evening
:

Attend an exhibition opening the same evening for a taste of local culture. Share your experience with fellow attendees over drinks.

day 8
Culinary Delights
morning
:

Join a food tour that highlights local cuisine and gourmet shops. Discover unique flavors and ingredients that define the Southampton dining scene.

afternoon
:

Take a cooking class to learn how to prepare regional dishes using seasonal ingredients. Savor your delicious creations for lunch.

evening
:

Indulge in a multi-course dinner at a highly-rated restaurant. Experience the fusion of local flavors in a sophisticated ambiance.

day 9
Garden Retreat
morning
:

Visit the stunning gardens at the Madoo Conservancy, known for its diverse plant life. Take a guided tour to learn about its unique landscape.

afternoon
:

Relax at the quiet gardens while reading or journaling amidst blooming flowers. Consider making floral arrangements in a workshop offered on-site.

evening
:

Enjoy a cozy dinner at a garden-themed restaurant. Take a peaceful evening walk in the gardens while admiring the moonlight.

day 10
Water Sports Excursion
morning
:

Rent a kayak and explore the tranquil waters around Southampton. Absorb the peaceful vibes as you paddle along the calm coastline.

afternoon
:

Try your hand at fishing, either from a boat or the shore. Enjoy fresh catch-of-the-day at a local seafood market for lunch.

evening
:

Wind down with a seafood dinner featuring fresh local catches. Share stories of your day on the water with friends or family.

Discover Southampton

Read more in our Southampton 2024 Travel Guide.

Southampton Travel Guide