World Class Boating

World Class Boating

Unrivaled Boating Experiences

Our fleet is owned and operated for Chatham Bars Inn guests, offering a range of high-end vessels suited for everything from intimate excursions to larger family outings.

Each experience is led by our U.S. Coast Guard–licensed captains with deep knowledge of Cape Cod’s waters and arranged seamlessly through our dedicated boating concierge, ensuring confidence, comfort, and exceptional service from departure to return.

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North Beach Island Shuttle

A complimentary daily launch aboard BarTender, exclusive to resort guests, just minutes across the harbor to a quarter-mile of pristine barrier beach.

Complimentary • Daily • Exclusive to Guests

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Whale Watching & Nature Exploration

Witness these remarkable creatures in their natural habitat just off the Cape’s coast.

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Pontoon Excursions

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Family Fishing Trips

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A sailboat with three people is cruising near a sandy shore on a sunny day, with buildings and trees in the background.

Sailing

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Meet Our Captains

Behind every unforgettable boating adventure is a knowledgeable captain with a passion for Cape Cod and life on the water. From fishing charters and whale watches to private cruises and harbor tours, our experienced fleet captains bring decades of maritime expertise and local insight to every excursion.

Explore Our Captain Profiles

Two boats speed across calm waters leaving white wakes, with houses lining the distant shoreline under a clear blue sky.

Private Charters & Sunset Cruises

Customized experiences tailored to your interests, schedule, and group, including island charters to Nantucket and Martha’s Vineyard.

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Private Charters & Sunset Cruises

Customized experiences tailored to your interests, schedule, and group, including island charters to Nantucket and Martha’s Vineyard.

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Meet the Fleet

An exclusively owned world-class collection of vessels, operated for Chatham Bars Inn guests.

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