Top Long Island Tours, Sightseeing & Cruises

Discover the legendary Hamptons on this self-guided tour through the oceanfront villages along the South Fork of Long Island. For centuries, these shores have drawn artists, writers, and presidents, yet the Hamptons remain rooted in a quieter history of Shinnecock native peoples, settlers, and whalers. Begin in Southampton, where white-columned estates line lanes, then drive east through farm stands and vineyards between the glamorous towns. Explore Sag Harbor's whaling heritage, stroll the tree-canopied main street of East Hampton where windmills from the 1600s still stand, and continue to wild Montauk, where a lighthouse has guarded the Atlantic since George Washington authorized its construction in 1796. Along the way, encounter world-class beaches, art museums, and nature preserves that make the Hamptons far more than a celebrity playground. This tour reveals the authentic character beneath the glitz — a place shaped by the sea, the land, and 4 centuries of American stories.

Bermuda has so much to explore along with its impressive beaches, but sometimes it can be hard to get off the beach and go exploring. This Bermuda Aquarium and Zoo and Crystal and Fantasy Caves Tour lets you tick off two attractions in just one day with admission to both included. First, go to the Bermuda Aquarium, Museum, and Zoo and then make your way to the Crystal and Fantasy Caves.

Set sail into the golden hues of sunset on the 125' Schooner Liberty Clipper. This 2-hour adventure lets you glide through the tranquil waters while soaking in views of the harbor views and local wildlife from a spacious deck. Feel the wind in your hair as you help raise the sails or take a turn at the helm, all while admiring the stunning craftsmanship of this traditional tall ship. You're welcome to bring any snacks and food you want, however all drinks consumed onboard must be purchased from our onboard bar.

Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and the impressive estates that line the bay. WINDSWEPT is meticulously maintained and equipped with modern amenities. Features include a fully shaded cockpit with an integrated swim platform, Bluetooth stereo, refrigeration, YETI soft cooler, and folding cockpit table. Private sailing charters are perfect settings for celebrating special occasions, enjoying a relaxing day on the water with family and friends, or hosting memorable client events. Those coming from NYC can take the Long Island Railroad (LIRR) from Penn Station to the Oyster Bay stop, which is steps to the marina!

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, and transportation for a seamless and memorable experience. Rain or shine.

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 for Photoshop - Comfortable transport provided from Hicksville LIRR Station

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. Unlike private charters that are widely offered in the area, this ticketed sail allows you to get on the water at a more affordable price.

This is a great way to learn about the unique diversity of Bermuda's Marine life and eco system, while enjoying the beautiful wildlife found on the tranquil islands of Bermuda

For an authentic Burmudian experience, book this small-group tea and tales experience, where you learn all about local culture and hospitality from a Flatts Village resident. Your tour starts with easy pickup from your designated spot. Walk through the neighborhood learning about herbs and flowers used in tea making. Then try Johnny bread and sample Bermuda Tea in your host’s home, listening to rich cultural tales.

Enjoy hassle-free airport transfer from any New York airport, e.g. John F. Kennedy International Airport (JFK), LaGuardia Airport (LGA), or Newark Liberty International Airport (EWR) to hotel or residence or to your connecting flight with a dedicated professional driver. Whether you prefer a 3-person sedan, a 6-passenger luxury SUV, or a business SUV accommodating up to 7 people, our fleet offers a range of options to suit your needs. Enjoy the convenience of direct travel from any NYC airport to your hotel or private residence in Manhattan, Brooklyn, Queens, Staten Island, Times Square, Bronx, Long Island. Discover the convenience and peace of mind that comes with our reliable transfer service, priced per person based on three passengers per sedan or five per minivan.

This a famous and historic lighthouse/museum that was featured in the film "What Happens in Vegas" starring Cameron Diaz. and Ashton Kutcher. Fresh air, the Atlantic Ocean and natural wildlife are all part of the day's experience.

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.

The island nation of Bermuda is spoiled with beautiful beaches and crystal-clear waters. Embark on a sightseeing tour to the island's top beaches during this small-group excursion. See limestone rock formations at the famous Horseshoe Bay Beach, walk on pink sand at Warwick Long Bay, and enjoy free time to explore at Cooper's Island Nature Reserve.

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best enjoyed from the water. With Captain Steve's Sailing Experience, you can experience the beauty of the area from a unique perspective. Professional Guidance: Captain Steve is an experienced sailor who knows the area well. He can provide you with professional guidance on how to sail and show you the best places to visit. Relaxation: Sailing is a relaxing activity that can help you unwind and forget about the stresses of daily life. Captain Steve's provides a peaceful and calming environment that allows you to escape from the hustle and bustle of city life. Adventure: Sailing with Captain Steve's Sailing Experience is an adventure. You can experience the thrill of sailing on the open water and explore new places.

Learn about Bermuda's historical past and visit our memorable and interesting museums island-wide. You will explore our rich history and surely be amazed by Bermuda's 400+ year old varied and interesting history! Delve into Bermuda's past while learning about the role that Bermuda played in world history. This excursion explores famous museums and old historical national trust homes and properties with knowledgeable and friendly guide. Transportation is included in the price.

A voyage aboard the 125' Schooner Liberty Clipper offers a unique opportunity to connect with maritime history while exploring the stunning views of Long Island Sound. Glide through the waters under billowing sails, surrounded by lush forests and golden sand dunes. Engage with the crew by raising sails or taking the helm, or simply relax on the spacious deck as you escape the crowds, take in the fresh salt air and admire the impressive craftsmanship of this traditional tall ship. You're welcome to bring any snacks and food you want, however all drinks consumed onboard must be served by crew from our onboard cash bar.

Our very unique, immersive adventures are the only ones of their kind. We provide your very own remote, interactive, live host to assist and encourage you through your phone. We are an event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially handcrafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues—for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

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.

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Spend some time away from the crowded beaches of Bermuda and explore the island’s lush jungles on this eco-tour. Join a small group and local guide for a journey through the Hamilton parish to see caves, Bermuda forest, a great diversity of flora, and see where the Portuguese first discovered the island.

Visit the interactive Underwater Exploration Institute to learn about the diverse marine life and ecosystem of Bermuda. Wander through the beautiful naturally created Crystal Fantasy Caves. You’ll experience a completely different side of Bermuda!

Nature Abounds on this 3 Hour Tour - Excellent way to See the Best of Long Island's Wine Country here on the North Fork. Take in beautiful views on this relaxing guided 2.5-hour tour cruising through the charming north fork. On this backroads ride nature abounds as seasoned guides lead you on winding roads up close to the Peconic Bay. Stops may range from 14-19 miles …your preference. Bike riding is mostly flat but with a couple of rolling hills. Pass lush green vineyards, osprey nests, wind mills as we cycle winding roads alongside the Peconic Bay Break at a small charming beach (hidden treasure that the locals try to keep to themselves) for herb infused oil & fine vinegar tastings overlooking the Peconic bay. Unique farm stand stop w/ hand woven clothing, & fresh baked goods, veggies, charcuteries etc. Love Lane Shopping Experience for trinkets & souvenirs to commemorate your day (after the tour). Shops located around the corner from our shop. 21-Speed Hybrid Bikes

Long Island is home to a wide variety of different vineyards and wineries, which can make it tough to decide which are worth a visit on your own. Rather than picking through guidebooks, on this half-day private bike tour of Mattituck, visit a curated selection on a route that’ll take you through the region’s scenic backroads.