Sunset Sailing Co.

Perfect for couples, families, or small groups looking to unwind and soak in golden hour from the water.

- 2 hours | Up to 6 guests

- Includes light refreshments

- Optional upgrades: Champagne, charcuterie, photography, additional time

Starting at $750

Perfect for couples, families, or small groups looking to explore the islands.

- 2 hours | Up to 6 guests

- Includes light refreshments

- Optional upgrades: Champagne, charcuterie, photography, additional time

Starting at $550

Let the Ocean be your backdrop for one of life's most unforgettable moments.

- 2 hour private sail

- Includes chilled champagne, charcuterie, and florals 

- Optional Photographer available

Starting at $1,200 

For couples who want something timeless, romantic, and wildly unique.

- 4 hours | Up to 6 total guests

- Includes ceremony space aboard Explorer II, Champagne toast, charcuterie, and officiant 

- Coordination with local vendors available

Starting at $3,000

Set sail for a relaxed photo experience-anchored or under sail-ideal for families, engagements, and content creators.

- 1hr

- Photographers not included but can be arranged

- Optional add-ons: styled picnic, charcuterie, champagne, lite florals, additional time

Starting at $350

- Professional Photographer - Starting at $600

- Charcuterie & Lite Appetizers - Starting at $175

- Champagne or Specialty Beverages - Custom pricing

- Custom Florals or Styling - Upon request

- Extended Sail Time - Starting at $150

We operate seasonally throughout New England, including:

- Martha's Vineyard

- Nantucket

- Cape Cod

- Rhode Island

Exact location may vary based on weather and availability.