Top Bermuda Cruises & Sailing - page 2

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs and shipwrecks, paddle around a secluded island, or jump from cliffs into turquoise waters, we’ll shape the day around you. With over 20 years of experience, we’ve been perfecting the art of bespoke charters—knowing when and where to go, how to avoid the crowds, and how to make every moment seamless. From hand-picked anchorages to onboard catering served with care, every detail is handled so you can relax. You won’t find rigid itineraries or crowded decks here—just space, comfort, and the freedom to explore Bermuda at your own pace, with a knowledgeable local crew by your side.

We will see one of the many Forts on the Island, which provides great photo shots, great views of the turquoise blue waters and history of the Fort. Somerset Bridge is noted in the Guiness Book of records, and you will find out why. Gibbs Hill Lighthouse stands as a high point, therefore views are fabulous on a clear Bermuda day. The city of Hamilton is a small but vibrant stop, good stop of shopping. The Old town of St. George is teaming with 16th century history. Horseshoe Bay ranks among the top beaches in the world, and you will see why. Along the way, history and general information about the island will be shared. Then it's back to your ship to end the scenic tour.

Explore Bermuda’s marine life on this dedicated snorkeling boat excursion. Featuring two snorkeling stops, get up close to coral reefs and a shipwreck, as well as take in Bermuda’s shoreline from a unique nautical perspective. If you haven’t been snorkelling before, don’t worry; your captain will instruct you how to use the equipment and get the most out of your experience. A great activity for wildlife lovers who like to keep active on vacation.

Departing from either Dockyard or Hamilton, step aboard Redemption, our spacious sailing catamaran, for a fun and relaxing half-day on Bermuda’s crystal-clear waters. Guided by our friendly crew, we’ll chart a scenic course—weather permitting—towards a secluded beach or a vibrant snorkeling reef, based on your preference. Once anchored, dive in to explore the underwater world with complimentary snorkel gear, or glide across the water on an inflatable paddleboard. Whether you’re soaking up the sun on deck or splashing in the shallows, this experience is the perfect escape from the crowds. Ideal for couples, families, or small corporate groups, Redemption offers a tranquil and intimate way to experience the best of Bermuda’s coastline.

- Private 1.5-hour sunset cruise aboard Kona, a sleek catamaran - Scenic sail along Bermuda’s coastline with golden hour views - Ideal for couples, small groups, and special occasions - Enjoy the onboard bar or bring your own beverages and snacks - Licensed local captain ensures a smooth, safe, and relaxed experience

Spend a relaxing evening with friends and family when you book this bonfire experience on a secluded Bermuda beach. Join a small group and head to the beach just before sunset. Watch the sun go down while your bonfire is being set up, and enjoy a classic dark and stormy cocktail while the fire roars. Hotel pickup is included for added convenience.

March and April are whale watching season in Bermuda. Hop on-board the "CORAL PRINCESS" for a fun-filled day on the water. This is a chance of a life time to see whales frolic on the surface and occasionally leap into the air. You can get up close and look at these awe-inspiring creatures in their natural habitat.

Dedicated foodies and anyone who just likes a good meal will enjoy this three-hour food-focused tour of Hamilton, Bermuda. Go beyond the menus of the typical tourist restaurants and experience local a variety of flavors. Meet in the center of town and walk between several different delicious tasting stops, seeing and learning about Bermudan culture, history, and architecture along the way.

Join us for a personalized 3 hour tour of Bermuda! Led by expert local guides, you’ll explore Bermuda, visiting stunning hotspots while traveling in the comfortable minibus. Your guides are eager to share fascinating stories and insider tips, taking you to hidden gems and local eateries that reflect the true Bermudian spirit. Marvel at breathtaking pink sand beaches, lush gardens, and scenic views, all while connecting with the friendly locals who make Bermuda unique. Whether it’s your first visit or you’re returning to explore more, this private tour will reveal the treasures of Bermuda in an unforgettable way. Join us and create lasting memories in this tropical paradise!

Get a peek into the lives of the rich and famous Bermuda residents during this 2-hour cruise. Enjoy a relaxing boat trip up the shoreline and hear about the goings on in the exclusive neighborhood called 'Millionaire's Row'.

If you are looking to enjoy touring Bermuda privately, this is a great way to do just that. Passengers can customize this tour exactly the way they want, we have listed in the Itinerary section some suggestions for you to choose from. Another option is to take a standard 5-hour full island tour which makes brief stops at selected popular points of interest. The minimum hire time for this tour is 5 hours, at a rate of $165 per hour, TOTAL cost for 5 hours is $825. If you are interested in seeing the entire island, having a sit-down lunch at a restaurant of your choice, visiting the Crystal or Fantasy Caves or spending time at one of the island's beautiful beaches you will certainly need more than 5 hours. If extra time is needed this can be arranged at an additional cost of $165 per hour. This cost will accommodate 1-13 passengers.

What better way to enjoy a sunset than in good company and on the water? On summer nights, departing from Dockyard or Hamilton, Redemption cruises around scenic Bermuda for three hours of fun and beauty. Sail clear waters, while enjoying relaxing music. This is the perfect experience for a special occasion with your significant other, to celebrate with friends or to simply wind down and relax after a busy day.

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable. Our local captain has over 20 years of experience around Bermuda's waters. We have a bunch of charter ideas that you can choose from or you can simply tell us what you would like to experience and we will do our best to make it happen!

This tour is a great way to see the Island [especially the eastern end] as you will be traveling from the far western end to the far eastern end of the island. Enjoy the beautiful scenic views as you travel from one place to another. THIS IS A GROUP TOUR ONLY AND REQUIRES A MINIMUM OF TEN PASSENGERS IN YOUR GROUP TO MAKE A BOOKING.

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury catamaran Wyuna, with no crowds and no preset script. Sip wine, enjoy a hand-selected meal, and take in the shifting sky from the best seat in Bermuda. As night falls, your captain can point out constellations overhead—adding a quiet magic that few ever experience. This is sunset, the Sail Bermuda way: personal, peaceful, unforgettable.

Discover the beauty and history of Bermuda on this immersive private shore tour. Starting and ending at King’s Wharf Cruise Port, you will circle the island in comfort, uncovering its most iconic landmarks and scenic views. Perfect for those who wish to make the most of their limited time ashore. Your guide will share fascinating insights about Bermuda’s origins, culture, and heritage as you travel through charming towns, coastal viewpoints, and historic sites. From picturesque chapels to bustling Hamilton, every stop reveals a new perspective on the island.

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Bermuda as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Bermuda. Discover the awe-inspiring allure of the The Cathedral of the Most Holy Trinity, marvel at the grandeur of Bermuda Botanical Gardens, and capture iconic moments at landmarks like the St. Theresa's Catholic Cathedral, Fort Hamilton, Masterworks Museum of Bermuda Art, and many more. Our excursions are meticulously designed to align with your ship's schedule, allowing you to savor every moment without the worry of returning to your ship on time. We'll greet you directly at the port and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Bermuda as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Bermuda. Discover the awe-inspiring allure of the The Cathedral of the Most Holy Trinity, marvel at the grandeur of St. Theresa's Catholic Cathedral, and capture iconic moments at landmarks like the Bermuda Botanical Gardens, Masterworks Museum of Bermuda Art, Fort Hamilton, and many more. Our excursions are meticulously designed to align with your ship's schedule, allowing you to savor every moment without the worry of returning to your ship on time. We'll greet you directly at the port and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

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

Discover Bermuda’s natural beauty, capital city, and famous coastline on a half-day tour from King’s Wharf, complete with shopping and a beach experience. Visit the Crystal Caves—home to dramatic limestone formations and underground pools—then enjoy a guided walking tour through Hamilton with time to browse shops and boutiques on Front Street. End your experience with a relaxing swim at Horseshoe Bay, known for its soft pink sand and turquoise waters.

Sail around Bermuda's scenic coastline with this catamaran cruise departing from Kings Wharf. Listen to your captain's commentary on the history and culture of Bermuda as you sail toward your destination, a snorkeling spot on the island's reef. Jump in using the provided equipment to explore and spot some of the animals your captain mentioned in his talk. Other flotation devices are available for those who wish to swim and lounge. Wind up with some refreshments on your sail back to Kings Wharf.

Visit one of Bermuda’s most paradisical beaches without the need to rent a car when you book this small-group tour to Elbow Beach. A lounger and beach umbrella await you on the pristine beach. Sip hand-crafted Bermuda rum swizzles (included), soak up the warm sun, and swim in the azure waters before convenient hotel pickup and drop-off.

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!

Join us for a personalized full island tour of Bermuda! Led by expert local guides, you’ll explore all nine parishes, visiting stunning hotspots while traveling in our comfortable minibus. Discover iconic locations such as the UNESCO World Heritage site of St. George and the lively streets of Hamilton. Our guides are eager to share fascinating stories and insider tips, taking you to hidden gems and local eateries that reflect the true Bermudian spirit. Marvel at breathtaking pink sand beaches, lush gardens, and scenic views, all while connecting with the friendly locals who make Bermuda unique. Whether it’s your first visit or you’re returning to explore more, this private tour will reveal the treasures of Bermuda in an unforgettable way. Join us and create lasting memories in this tropical paradise!