Ultimate Couples Getaway in Stamford, CT Itinerary

Indulge in a cozy breakfast at Harlan Social, a local favorite for its modern American cuisine. After breakfast, get ready for an adrenaline-pumping experience with the iFLY Westchester First-Time Flyer Experience, where you can enjoy the sensation of skydiving in a safe indoor environment.

For a unique and interactive lunch experience, visit The Capital Grille and enjoy their premium selection of steaks and seafood. Afterward, embark on a thrilling From Westchester Private NYC Helicopter Tour for 2-6 People, taking in the breathtaking aerial views of the New York City skyline.

Conclude your adventurous day with a relaxed dinner at Barcelona Wine Bar, offering a cozy ambiance and a wide range of Spanish wines. Spend the evening reminiscing about your helicopter tour and enjoying each other's company.

Start your day with a hearty breakfast at Fortina, known for its delicious Italian cuisine. After breakfast, take a self-guided audio drive to Sleepy Hollow and immerse yourselves in the world of Washington Irving's legendary tale.

For a lunch with a view, dine at Zaza Italian Gastrobar and enjoy their authentic Italian dishes. Afterward, participate in the Sleepy Hollow Washington Irving Self-Guided Audio Drive to uncover the mysteries of the Headless Horseman and explore the historic sites of the town.

Enjoy a captivating dinner at Kashi Sushi Lounge, known for its fresh and innovative sushi creations. After dinner, take a leisurely evening walk through the Sleepy Hollow Cemetery and experience the eerie beauty of the final resting place of Washington Irving.

Have a relaxed breakfast at Kotobuki Japanese Cuisine, a popular spot for authentic Japanese dishes. After breakfast, set sail on a private boat with Sail Long Island Sound with Captain Steve and enjoy a romantic and peaceful experience on the water.

For a casual and laid-back lunch, visit Fish. and savor their selection of fresh seafood. Afterward, engage in a fun and interactive Westport Scavenger Hunt, exploring the charming town of Westport and solving clues together.

Conclude your day with a dinner at Bar Rosso, a cozy Italian restaurant known for its wood-fired pizzas and pasta dishes. After dinner, take a leisurely evening stroll along Westport's Main Street and enjoy the vibrant atmosphere of the town.

For your last morning in Stamford, enjoy a leisurely breakfast at Frank Pepe Pizzeria Napoletana, a local institution famous for its coal-fired brick oven pizzas. After breakfast, take a relaxing walk around Cove Island Park and soak in the natural beauty of the surroundings.

Indulge in a farewell lunch at Cask Republic, a gastropub known for its extensive beer selection and elevated pub fare. After lunch, visit the nearby Bartlett Arboretum and Gardens for a peaceful afternoon surrounded by nature.

End your romantic getaway with a memorable dinner at Quattro Pazzi Cafe, a cozy Italian cafe known for its warm ambiance and traditional dishes. Raise a toast to your unforgettable trip and the special moments you shared in Stamford.