Top Long Island Sightseeing Tours

As local experts, we take the guesswork out of planning your visit to the North Fork of Long Island. We know which venues are the most memorable and which wines are most enjoyable. As a team of passionate locals, we have scoured the area to handpick the best vineyards, restaurants, and hidden gems that you won't find on your average tourist map or group tour. Our expert guides will accompany you every step of the way, providing insider knowledge and fascinating stories about the rich history of the North Fork. Our private slow tour is 100% customizable and is tailored to you and/or your group's interests. Our all-inclusive fee covers all activities, food/wine, gratuities, and transportation for a seamless and memorable experience. Rain or shine.

Sip on Long Island wine or cider while visiting the area’s renowned vineyards, including Osprey's Dominion Vineyards and Duck Walk Vineyards, all in one indulgent, private tour. With round-trip transit from your preferred Long Island location and included tastings (with a lunch upgrade option available), enjoy simplified logistics and an enjoyment-focused experience.

As local experts, we take the guesswork out of planning your visit to the North Fork of Long Island. We know which venues are the most memorable and which wines are most enjoyable. As a team of passionate locals, we have scoured the area to handpick the best vineyards, restaurants, and hidden gems that you won't find on your average tourist map or group tour. Our expert guides will accompany you every step of the way, providing insider knowledge and fascinating stories about the rich history of the North Fork. Our private slow tour is 100% customizable and is tailored to you and/or your group's interests. Our all-inclusive fee covers all activities, food/wine, gratuities, and transportation for a seamless and memorable experience. Rain or shine.

Traverse the ‘Big Apple’ on foot and discover some of the city’s best architecture on this 4-hour private tour with hotel pickup. Learn about New York City's history as you visit landmarks like Rockefeller Center, the New York Public Library, Grand Central Station, and the Flatiron Building. Admire architecture from the 1700s to present day, featuring styles from Beaux Arts to Art Deco.

Join this small group e-bike tour in Sagaponack to get some exercise, explore the local area, and watch the sunset over the river. This shared tour keeps costs down, but it’s still an intimate group of five max. Your e-bike, helmet, and a little handlebar zipper bag are all provided to keep you and your valuables secure. Enjoy this approximately two-hour tour of Sagaponack.

As local experts, we take the guess work out of planning your visit to the North Fork of Long Island. We know which venues are the most memorable and which wines are most enjoyable. As a team of passionate locals, we have scoured the area to handpick the best vineyards, restaurants, and hidden gems that you won't find on your average tourist map or group tour. Our expert guides will accompany you every step of the way, providing insider knowledge and fascinating stories about the rich history of the North Fork. Our private slow tour is 100% customizable and is tailored to you and/or your group's interests. Our all inclusive fee covers all activities, food/wine, gratuities, and transportation for a seamless and memorable experience. Rain or shine.

Embark on this Half-Day Private Long Island Wine Tour Experience and indulge your senses in the heart of USA's renowned wine country! Your day begins with a personalized, chauffeur-driven journey through the stunning Long Island landscapes, setting the scene for an unforgettable adventure. As you traverse the picturesque landscape, you'll have the opportunity to visit two beautiful wineries - Osprey's Dominion Vineyards and Duck Walk Vineyards North - each with its own unique charm and distinctive wines. Expert sommeliers and winemakers will guide you through the tastings of exceptional wines, sharing their deep knowledge and passion for winemaking. Don't miss the opportunity to create lasting memories on this Half-Day Private Long Island Wine Tour Experience, escaping the hustle for a day of indulgence, relaxation, and appreciation of Long Island's vinicultural heritage.

Explore Montauk, and see some of its most iconic sights, with ease with this guided e-bike tour. With an e-bike to assist, you can go farther and see more with less effort, and with a guide, there’s no risk of getting lost. Follow your guide around to Fort Hill Overlook, Camp Hero State Park and Montauk Point Lighthouse, with a stop on the way back for refreshments in downtown Montauk.

Discover the beauty and flavor of Long Island's wine country on this private tour tailored for wine enthusiasts and nature lovers. Begin your day with a comfortable transfer from Hicksville LIRR Station to the picturesque East End, where the charming Pindar Vineyards awaits. Enjoy a guided tasting of handcrafted wines amidst a scenic backdrop, complemented by casual music and insights into the local winemaking heritage. An optional lunch at one of the wineries allows for relaxation and enjoyment of the stunning views & Visit to Raphael Vineyards & Lenz Winery . - Private tour perfect for wine enthusiasts and nature lovers - Guided tour & tastings at Pindar Vineyards - Visit to Raphael Vineyards & Lenz Winery - Comfortable transport provided from Hicksville LIRR Station

Experience the glamour of New York City with an all-inclusive getaway designed for fashion enthusiasts. Your package begins upon arrival with a personal meet & greet, followed by a private luxury SUV transfer to Row NYC Hotel, recently refreshed through a full-property, multi-year renovation in the heart of Times Square. Enjoy a three-night stay steps from major attractions and theaters. Step into the spotlight with an exclusive ticket to a New York City Fashion Show, where you’ll experience the energy of the runway firsthand. In between, explore the city at your own pace with a Hop-on Hop-off Sightseeing One Day Pass, providing easy access to landmarks like Times Square, Central Park, and the Brooklyn Bridge. Your package also includes admission to Summit One Vanderbilt, tickets to a hit Broadway show, and a curated shopping tour. When it’s time to depart, unwind with a seamless luxury SUV transfer to JFK or LGA, ensuring your New York experience ends as smoothly as it began.

Explore America’s most iconic cities and landmarks in one unforgettable journey—perfectly timed for the United States 250th Anniversary celebration. Experience an exciting 7-day East Coast adventure with Jupiter Legend, featuring New York City, Philadelphia, Washington D.C., Niagara Falls, and Boston! Enjoy iconic sights, city tours, shopping, and unforgettable moments, all with our professional service and care. *Travel in Comfort – New vehicles equipped with onboard Wi-Fi and charging ports. *Stress-Free Small Group Experience – Enjoy a premium journey with no more than 12 guests. *Stay with Character – Handpicked hotels that reflect local culture and charm. *Daily Travel Guidebook – A handy pre-trip booklet to help you understand each day’s highlights. *Tailored Travel Video Clips – Personalized video materials to capture your journey. *Award-Winning Guides – Led by top-tier guides recognized in professional tour competitions.

Join us for an unforgettable East Coast education tour! Visit 9 top universities, explore two iconic libraries and museums, enjoy New York's morning and night tours, and savor delicious food from Hudson Yards to Boston’s Quincy Market. Plus, receive a Penn certificate! Travel in Comfort – New vehicles equipped with onboard Wi-Fi and charging ports. Stress-Free Small Group Experience – Enjoy a premium journey with no more than 12 or 13 guests. Stay with Character – Handpicked hotels that reflect local culture and charm. Daily Travel Guidebook – A handy pre-trip booklet to help you understand each day’s highlights. Tailored Travel Video Clips – Personalized video materials to capture your journey. Award-Winning Guides – Led by top-tier guides recognized in professional tour competitions.