February 12‑23 Couples Getaway: Hershey, PA & New England (South Haven → Boston)

Day 1: Arrival in Hershey & Sweet Welcome

Morning: Fly into Harrisburg International and drive to Hershey (≈30 min). Check‑in at a cozy boutique inn and settle in with a complimentary hot chocolate.

Afternoon: Stroll (light) to **The Hershey Sweet Shop** for an indulgent tasting of chocolate‑covered pastries and a latte.

Evening: Enjoy a romantic dinner at **The Chocolate Avenue Café**, followed by a night‑time **Hershey Trolley Works** tour that showcases the town’s lights without much walking.

Day 2: Chocolate & Bakery Bliss

Morning: Join the **Hershey’s Chocolate World Tour** (bus‑style ride) and learn the history of chocolate making.

Afternoon: Visit **The Sweet Spot Bakery** for fresh croissants, scones, and a specialty chocolate muffin.

Evening: Reserve a table at **The Chocolate Avenue Pub** for craft beer and a chocolate-infused dessert, then relax with a couples’ spa massage at the hotel.

Day 3: Scenic Drive & Amish Experience

Morning: Take a scenic drive to **Lancaster County** and enjoy the rolling farmland views from the car.

Afternoon: Board a **Lancaster Amish Country Carriage Ride** (no walking required) and stop at **Lancaster Bread & Butter Bakery** for fresh pretzels and apple turnovers.

Evening: Return to Hershey for a cozy movie night in the inn’s lounge, complemented by a cheese board from **The Sweet Spot Bakery**.

Day 4: Winter Warmth & Cooking Class

Morning: Warm up with a **Chocolate‑Themed Cooking Class** at **The Chocolate Avenue Café**, learning to make fondue together.

Afternoon: Sample treats at **Hershey’s Ice Cream Parlor** and enjoy a leisurely sit‑down tasting of seasonal gelato.

Evening: Take a relaxed **Hershey Trolley Night Tour** of historic sites, ending with hot cocoa at **The Hershey Sweet Shop**.

Day 5: Departure to South Haven

Morning: Check out and drive to the airport for a short flight to Chicago, then rent a car for the scenic drive to South Haven, MI.

Afternoon: Arrive in **South Haven**; check in at a lakeside B&B and enjoy a light lunch at **Harbor Café**, famous for its cinnamon rolls.

Evening: Board a **Lake Michigan Sunset Cruise** (seated, no walking) and toast with sparkling wine as the sun dips over the water.

Day 6: Coastal Charm & Bakery Treats

Morning: Drive the **Lake Michigan Shoreline** to **Saugatuck**, stopping at **Saugatuck Bakery** for blueberry muffins.

Afternoon: Enjoy a **Saugatuck Dolphin Watching Boat Tour** (seated) and savor a picnic with pastries from the bakery.

Evening: Return to South Haven for a candlelit dinner at **The Dockside Grill**, featuring locally sourced seafood and a dessert sampler.

Morning: Drive to **Sturbridge, MA** (≈3 h) and embark on a guided **Historic Village Bus Tour** that showcases 19th‑century life.

Afternoon: Pause for lunch at **Sturbridge Village Café**, then visit **Sturbridge Bakery** for warm cinnamon rolls.

Evening: Stay overnight at a charming inn in Sturbridge and enjoy a couples’ wine‑and‑cheese tasting in the lounge.

Day 8: Newport Coast & Sweet Delights

Morning: Travel to **Newport, RI** and board a **Harbor Cruise** that glides past opulent mansions (no walking required).

Afternoon: Treat yourselves at **Newport Creamery** for artisanal ice cream and at **The Baking Co.** for lemon tarts.

Evening: Dine at **The Mooring** with a view of the waterfront, then stroll (optional) along the illuminated **Cliff Walk** for a romantic night view.

Day 9: Providence Art & Pastry

Morning: Take a short drive to **Providence, RI** and join a **Providence Riverboat Tour** that highlights the city’s skyline.

Afternoon: Stop at **Baked by Melissa** for mini cupcakes and explore the **RISD Museum** via an audio‑guided bus tour.

Evening: Enjoy a farm‑to‑table dinner at **The Dorrance** and return to your inn for a relaxed evening.

Day 10: Boston Arrival & Classic Sweets

Morning: Arrive in **Boston, MA** and settle into a historic downtown hotel.

Afternoon: Hop on a **Boston Duck Tour** (amphibious, seated) that covers major sights without walking.

Evening: Indulge in iconic pastries at **Mike’s Pastry** in the North End, followed by a romantic dinner at **Mamma Maria**.

Day 11: Harbor Cruise & Chocolate

Morning: Board a **Boston Harbor Cruise** with a commentary on the city’s maritime history.

Afternoon: Visit **Cocoa Bean Café** for a chocolate tasting flight and a light lunch.

Evening: Attend a **Boston Symphony Orchestra** performance (seated) and end the night with nightcaps at the hotel lounge.

Day 12: Farewell & Departure

Morning: Enjoy a leisurely breakfast at **Tatte Bakery & Café**, sampling their almond croissants and coffee.

Afternoon: Take a brief **Freedom Trail Bus Tour** (audio guide) for any final sightseeing, then head to the airport.

Evening: Depart Boston with sweet memories of pastries, scenic tours, and couple‑centric experiences.

Time and Cost Estimates

• Hershey’s Chocolate World Tour – 2 hrs – $25 per person
• Hershey Trolley Works – 1.5 hrs – $15 per person
• The Hershey Sweet Shop – 30 min – $10 per person
• The Sweet Spot Bakery – 45 min – $12 per person
• Lancaster Amish Carriage Ride – 2 hrs – $30 per person
• Lancaster Bread & Butter Bakery – 30 min – $8 per person
• Chocolate‑Themed Cooking Class – 3 hrs – $70 per couple
• Lake Michigan Sunset Cruise – 2 hrs – $40 per person
• Saugatuck Dolphin Watching Boat Tour – 2 hrs – $35 per person
• Sturbridge Village Bus Tour – 2 hrs – $20 per person
• Sturbridge Bakery – 30 min – $9 per person
• Newport Harbor Cruise – 1.5 hrs – $25 per person
• Newport Creamery & The Baking Co. – 1 hr – $15 per person
• Providence Riverboat Tour – 1 hr – $20 per person
• Baked by Melissa – 30 min – $10 per person
• Boston Duck Tour – 2 hrs – $45 per person
• Mike’s Pastry – 20 min – $8 per person
• Boston Harbor Cruise – 1.5 hrs – $30 per person
• Cocoa Bean Café tasting – 1 hr – $20 per person
• Tatte Bakery & Café – 45 min – $12 per person
• Freedom Trail Bus Tour – 2 hrs – $18 per person
• Total Estimated Cost (per couple): $1,144

Tips

To extend the trip, add an extra night in Boston for a day‑trip to Cape Cod’s quaint bakeries, or spend a full day in the Hudson Valley for additional chocolate‑themed experiences. If you need to shorten the itinerary, skip the Sturbridge Village day and combine the South Haven and Newport activities into a single coastal drive, reducing travel time while still enjoying plenty of bakery stops and scenic boat tours.