Blue Ocean Club
5 days · 5 stops

5-Day Nantucket Yacht Charter Itinerary: Secluded Beaches & Island Gastronomy

This 5-day Nantucket yacht charter delves into the quieter corners and culinary excellence of the region. Escape the crowds and discover pristine, secluded beaches and coves, perfect for swimming and paddleboarding. Your journey focuses on immersive island experiences, from foraging for local ingredients to savouring farm-to-table cuisine. Experience the serene beauty of the Nantucket Sound and Atlantic waters, creating a sense of peace and indulgence away from the everyday. This itinerary offers a refined blend of relaxation and gourmet exploration.

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  1. DAY 01

    Madaket, Nantucket

    Start your Nantucket yacht charter on the island's western tip, Madaket. Known for its spectacular sunsets and tranquil beaches, it offers a peaceful beginning away from the main town bustle.

    • Madaket Beach sunset
    • Bike path to town
    • Hummock Pond
    • Surfing lessons (seasonal)
    Anchorage
    Madaket Harbor
    Dining
    Millie's
  2. DAY 02

    Wasque, Chappaquiddick Island

    Sail to the remote eastern end of Chappaquiddick Island, Wasque Point. This wild and protected area offers expansive beaches, excellent fishing, and a sense of true solitude.

    • Wasque Reservation trails
    • Shore fishing
    • Birdwatching
    • Secluded beach walks
    Anchorage
    South Beach, Chappaquiddick (conditions permitting)
    Dining
    Onboard chef with local seafood
  3. DAY 03

    Menemsha, Martha's Vineyard

    Head to the working fishing village of Menemsha on Martha's Vineyard. Watch the fishing boats unload their catch, enjoy fresh seafood, and experience a classic New England coastal scene.

    • Menemsha Public Beach sunset
    • Lobsterville Beach
    • Menemsha Fish Market
    • Gay Head Cliffs (Aquinnah)
    Anchorage
    Menemsha Pond
    Dining
    Larsen's Fish Market (casual)
  4. DAY 04

    Tuckernuck Island

    Anchor off the private and undeveloped Tuckernuck Island, just west of Nantucket. This island offers untouched natural beauty, perfect for a day of beachcombing and quiet exploration.

    • Pristine, empty beaches
    • Shell collecting
    • Dune exploration
    • Wildlife viewing (deer, birds)
    Anchorage
    North side of Tuckernuck
    Dining
    Onboard chef with a BBQ on the beach
  5. DAY 05

    Sankaty Head, Nantucket

    Conclude your journey at Sankaty Head, on Nantucket's eastern shore, famed for its iconic lighthouse and dramatic bluffs. Enjoy one last panoramic view before your charter concludes.

    • Sankaty Head Lighthouse
    • Sankaty Head Golf Club views
    • Surfside Beach
    • Coastal cliff walk
    Anchorage
    Off Siasconset Beach
    Dining
    Sankaty Head Golf Club (if accessible, or onboard)
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