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Popular Island Hopping Charters in Hamilton  , Bermuda. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Island Hopping in Hamilton- BoatBooker

Hamilton

Hamilton, Bermuda

hamilton

Discover Hamilton, Bermuda from the water with Hamilton boating charters that unlock serene harbors, aquamarine shallows, and panoramic Atlantic vistas. Centered on a bustling historic port, Hamilton offers quick access to the island’s sheltered Great Sound and a constellation of calm coves ideal for sightseeing, swimming, and relaxed cruising.Charter a boat to glide past pastel waterfronts, quiet inlets, and coral-fringed shorelines where marine life thrives in clear, warm waters. With consistent breezes and generally protected passages, this destination is well suited to both first-time guests and seasoned skippers. Expect smooth rides between islets, sandbars perfect for a swim stop, and scenic anchorages where you can unwind on deck.Hamilton boating charters can be tailored for snorkeling over vibrant reef systems, sunset cruises with city skyline views, or full-day explorations across the Great Sound. Along the way, you’ll find opportunities for paddleboarding from the stern, picnicking at anchor, and capturing postcard-worthy photos of turquoise lagoons and limestone coastlines.From intimate runabouts to spacious motor yachts, the variety of boats makes it easy to match your group size and style of adventure. Convenient marinas, knowledgeable local captains, and short distances between highlights mean more time enjoying the water and less time in transit. Choose Hamilton, Bermuda for boating that blends natural beauty, gentle conditions, and effortless access to unforgettable island experiences.

•Explore secluded islands with beautiful beaches and coves.
•Swim in and explore caves.
•Snorkel around beautiful inshore reef line 
•Cliff jumping from low to high cliffs for all ages.
•Visit the HMS Vixen shipwreck and feed hundreds of fish that surround it. 

*All activities are weather permitting*

Bermuda

Bermudaful Charters

Sandys

Discover unforgettable moments on the water with Bermudaful Charters, a locally owned and operated service led by captains with years of expertise and in-depth local knowledge. Our mission is to create the ultimate boating experience for visitors and loca

Join us onboard for an unforgettable experience and take in the best the island has to offer! Set sail over our turquoise waters, snorkel & paddle board a secluded cove or over our gorgeous reef line, or visit our thrilling cliff jumping locations. Experience the boating lifestyle of the island like a local!
The itinerary is completely at your disposal! Just give the captain an idea of what you want, and he will build the excursion around you!

A' Lil Restless - Day Sail Catamaran

Step aboard A&#039; Lil Restless, a beautifully restored 2004 Maine Cat 30 Catamaran, and get ready for an unforgettable day on the crystal-clear waters of Sandys. Refurbished in 2019, this spacious and stable catamaran comfortably hosts up to 15 guests, 

Gone Native is a spacious 31ft open Tiara day cruiser ideal for smaller groups who are looking for a comfortable boat that can also get to its destination quickly! Featuring ample seating and all the amenities you can ask for makes this is the ideal boat to enjoy the beauty of Bermuda's waters. We can take you to Bermuda's outer reef line for the best snorkeling the island has to offer, and then can make a second stop inshore at a secluded cove to kick back and relax!

Gone Native Motor Cruiser

Step aboard Gone Native, a beautifully restored 2002 Tiara Open 31 Cruiser, and explore the turquoise waters of Sandys like never before. Freshly upgraded in 2024, this sleek and spacious vessel comfortably accommodates up to 10 guests and is powered by t

Experience the magic of Bermuda's west end on this unforgettable 2-hour sunset cruise! Set sail just in time to witness the sky come alive with vibrant colors as the sun dips below the horizon. The west end offers some of the most fantastic sunsets on the island—picture golden rays reflecting off calm waters and painting the clouds in shades of orange, pink, and purple. Whether you're celebrating something special or just looking to unwind, this relaxing boat ride is the perfect way to end your day!

Sea Wolfe Sportfishing

Step aboard Sea Wolfe Sportfishing, a classic 35&rsquo; Bruno Downeast vessel built by Bruno and Stillman in 1978 and fully restored in 2019 to offer charm, comfort, and top-tier performance. Departing from scenic Sandys, this beautifully maintained boat 

Join us for the 3-Hour Splash and Dash aboard Kona and pack your afternoon with adventure! Spend three unforgettable hours swimming in crystal-clear waters, snorkeling vibrant reefs, exploring sea caves, and cliff jumping into the deep blue. Perfect for thrill-seekers and ocean lovers alike!

New Wave Bermuda

Step aboard New Wave Bermuda, a sleek 2006 Maine Cat 30 Catamaran (expertly restored in 2021), and discover the stunning beauty of Bermuda from the water. Departing from Hamilton, this spacious vessel comfortably welcomes up to 15 guests for unforgettable

1. Welcome cocktail, light snacks, and coastal cruising along Fairylands and Harbor Road to view fine traditional Bermuda residential architecture.
2.Visit Paradise Lakes anchorage, a haven for baby green sea turtles.
3.Two 2-passenger jet ski tours (available as an add-on).
4.Cruise to Gilbert's Bay to relax and swim.
5.Rock jumping at Admiralty House.
6.Tide permitting, cruise to Mangrove Bay and the idyllic King’s Point Anchorage, a great spot for swimming and dining service.

Traveler Charters Bermuda

Traveler is a beautifully restored 1975 Marine Management 50 motor yacht, fully upgraded in 2005, and based in Hamilton. Perfect for groups of up to 20, this luxury vessel combines classic charm with modern amenities. Powered by a 406 HP Caterpillar diese

A good starting duration for enjoying some coastal cruising, sailing, and a stop at an idyllic anchorage. Does not allow for access to west-end attractions like King's Point, Ely's Harbor, the Vixen Shipwreck, and the Pompano sandbar.

Grand Crew Luxury Yacht Charters – Leopard 50

Experience Bermuda in style aboard Grand Crew Luxury Yacht Charters &ndash; Leopard 50, a spacious 2018 Robertson &amp; Caine Leopard 50 Catamaran departing from Hamilton. Designed for comfort and unforgettable days on the water, this luxury catamaran acc

Island Hopping in Hamilton

Top Island Hopping in Hamilton