Top Long Island Sightseeing Tours

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.

Welcome to the ultimate East End Long Island Wine Adventure! Prepare to immerse yourself in a journey through the region's lush vineyards, picturesque landscapes, and a symphony of exquisite flavors awaiting at every turn. Our escapade 1st stop is at the Bridge Lane Tasting Room, nestled snugly in the heart of Long Island's esteemed wine country. Bridge Lane's award-winning wines awaits your discerning palate. From crisp whites to robust reds, each sip is a testament to the unwavering dedication and passion of the esteemed winemakers. But hold on to your glasses, for our adventure is far from over! Our next stop is the illustrious Pindar Winery, a veritable jewel of the East End. The Pindar estate emanates an aura of elegance and charm, offering a delightful selection of meticulously crafted wines awaits your exploration. Join us on this unforgettable wine tastings through the captivating landscapes of Long Island's East End.

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.

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.

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.

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.

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.

Set sail on Port Tiki for a memorable private cruise, perfect for any occasion from birthdays to corporate outings. Enjoy the freedom of a BYO experience where you can bring your favorite food and drinks while our crew takes care of everything else, including coolers, ice, and paper products. Whether it's a sunset party or a daytime adventure, relax and enjoy island music as you create unforgettable memories on the water. A scenic tour of Long Islands Gold Coast Mansions and Luxury Yachts. The bay inspired F. Scott Fitzgerald to write “The Great Gatsby” - Private cruises ideal for celebrations, office parties, and outings - Bring your own food and drinks; we provide coolers, ice, bottled water, cups, plates, paper goods, flatware and flower leis. -listen to our cool island jams or connect your playlist to our Bluetooth sound system. - Boat is available for up to 12 - Enjoy a 2-hour cruise with a friendly crew and island vibes

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.

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.

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.