Charters and Cruises | Chatham Bars Inn

Two motorboats speed across the water leaving white wakes behind, with houses and greenery visible on the shoreline under a clear sky.

Charters & Cruises

Don't visit Cape Cod without getting on the water! Charters and Cruises are now closed for the season. We look forward to welcoming you back in May 2026.

Boating is available from May through October. Space is limited and many of these experiences sell out quickly, so make sure to reserve as far in advance as possible by calling 508.945.6871.

If you need to change or cancel your reservation, we do require notice 24 hours in advance. Please note all boating excursions are subject to change.

A scenic waterfront with boats, quaint houses, and a clock tower in the background, under a clear blue sky with some clouds showing.

Nantucket Charter

We'll whisk you away to Nantucket Island in only an hour. Walk the charming cobblestone streets, visit quaint shops and galleries, and dine at one of Grey Lady's many seaside restaurants.

Private or Shared Ride: Up to 6 passengers | Full day

A boat sails between rocky jetties under a vibrant sunset, with calm waters reflecting the colorful sky.

Martha's Vineyard Charter

The natural beauty of Martha's Vineyard's pristine beaches, clay cliffs, historical and cultural attractions, exquisite dining and one-of-a-kind boutiques provide for a perfect day trip.

Private: Up to 6 passengers | Full day

A sandy beach at sunset with a boat on the water and a clear sky.

Evening Harbor Cruise

Sit back and reflect on the day's events while taking an early evening cruise along the picturesque Chatham coastline.

A group of seals resting on the water surface near a sandy coastline under a clear blue sky.

Morning Seal Cruise

Aunt Lydia's Cove is home to hundreds of gray and harbor seals. This tour is an opportunity to see them up close and learn about their eating and migratory habits.

Shared Ride: Up to 18 passengers | 1 hour

Reservations

Boating is available from May through October. Space is limited and many of these experiences sell out quickly, so make sure to reserve as far in advance as possible by calling 508.945.6871.

If you need to change or cancel your reservation, we do require notice 24 hours in advance. Please note all boating excursions are subject to change.

Named One of the World's Most Legendary Hotels by Forbes Travel Guide Hotel Icons List

#1 Resort in Massachusetts and #2 Resort in New England in the 2025 Condé Nast Traveler's Readers' Choice Awards

The image shows a badge for "Best Waterfront Hotel/Resort" from USA Today 10Best Readers' Choice 2024, awarded to Chatham Bars Inn.

#1 Best Waterfront Hotel/Resort in the USA TODAY 2024 10Best Readers' Choice Travel Awards

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#1 Best Waterfront Restaurant in the USA TODAY 2025 & 2026 10Best Readers' Choice Travel Awards – Beach House Grill

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