Nantucket Activities

Sunset Cruises

Watch the sun drop from the water

There's something magical about watching the sun set from the water. Nantucket's west-facing harbor provides spectacular evening light, and several operators offer sunset cruises that combine beautiful views with a relaxing evening on the water. It's one of the most romantic things to do on the island.

Cruise Options

Sunset Sail

Aboard classic sailing vessels, these trips use the wind to cruise around the harbor as the sun drops. No motors, just the sound of water and occasional seagulls. Most include BYOB or offer wine/beer service.

  • Duration: 1.5-2 hours
  • Cost: $50-75/person (group), $400-600 (private)
  • Departs: Straight Wharf, typically 90 minutes before sunset

Cocktail Cruises

Motor vessels offering a more social atmosphere with full bar service, hors d'oeuvres, and sometimes live music. Great for groups and celebrations.

Private Charters

For a special occasion, charter an entire boat. Options range from small sailboats for two to larger vessels for groups of 10+.

Popular Operators

  • Endeavor Sailing - Classic friendship sloop, intimate experience
  • Shearwater Excursions - Traditional catboat cruises
  • Nantucket Boat Charter - Various vessel options

Most operators depart from Straight Wharf. Arrive 15-20 minutes early to check in.

The Experience

A typical sunset cruise includes:

  • Cruising past Brant Point Lighthouse
  • Views of the harbor and waterfront homes
  • Passing yachts and sailing vessels
  • The main event - sunset over the island
  • Return to port as the lights come on downtown

The quality of sunset varies by weather - partly cloudy days often produce the most dramatic colors.

Sunset Cruise Tips

  • Book in advance - summer sunset sails sell out
  • Bring a light jacket - it's cooler on the water
  • Check BYOB policy before bringing drinks
  • Wear shoes with non-marking soles
  • Partially cloudy evenings often have the best sunsets
  • Combine with a late dinner reservation downtown
  • Great for anniversaries and special occasions
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