Specialty Sails
Penobscot Bay Voyage ✭ Bird Watcher's Sail ✭ Full Moon & Stargazing Sails
Private Charters ✭ Weddings ✭ Special Events
Artists and Writers Cruises
Join us every Saturday and Monday as we sail over to Searsport, one of the most famous Maritime ports in Maine. Home to the Penboscot Marine Mueseum, Searsport is preserving that history with beautiful displays that are fun for all ages.
Guildive will depart Castine at 830am where we will sail to Searsport and depart passengers for 3 hours to explore the historic maritime town. Each passage includes admission to the Museum so grab a picnic lunch or eat at one of the local restaurants and wander through the shops before boarding Guildive to sail home arriving in Castine at 3pm. Maximum of 6 passengers per trip.
Saturday and Monday's Penobscot Bay Voyage
Depart for Searsport: 830am
Arrive Back to Castine: 3pm
All Fairs: $60
Rate includes 3hr sail, refreshments and admission to the Penobscot Marine Museum
Perch yourself on Guildive every Sunday as we sail over to Holbrook Island Cove to admire the migrating birds. Each trip is guided with a naturalist who will lead us through sightings that may include Bald Eagles, Osprey, Cormorants, and many others ~ so grab your binoculars and don’t miss this amazing chance. Only available to 5 passengers each week. All trips includes refreshments and we are back in Castine just in time for lunch.
Sunday's Bird Watcher's Sail
10am – Noon
Adults & Children: $45/ person
There is nothing more enchanting than being on a the water under a sky full of stars. Whether you are a star enthusiast or want to have a romantic evening on the water this sail is for you. Every sail includes dessert and refreshments and is limited to 6 passengers. We offer this special opportunity only a few times a month June - August, so don’t miss the boat! Please call in advance as sails are dependent on weather.
Moon sails Rate and Schedule
Adults and Children: $45
Departure times vary per month
Please see our schedule for specific dates and times of each sail.
Our scheduled sails are only available on the Full Moon, but please contact if you would like a moonlight sail at any other time of the month.
Grab some friends or family and enjoy a whole day sailing the Bay. Circumnavigate Islesboro Island, sail under the Penobscot Narrows Bridge, enjoy a picnic lunch on Warren Island -- the possibilities are endless. We offer 4 and 8 hours charters limited to 6 passengers for those who want to experience a full day of Maine Sailing.
Private Charter Rates
Rates are for full boat capacity (all passengers inclusive)
4 hour sail: $600
8 hour sail: $1000
Please call in advance for reservations.
Guildive has been host to many weddings and special events and invites you to be apart of her history. She is a unique venue for a ceremony at sea or a personal reception with family and friends. With a maximum capacity of 6 guests she is the perfect setting for any proposal, wedding, renewing your vows, or celebrating a birthday or anniversary.
Want the perfect inspiration or teacher led instruction? Spend a few hours or a full day aboard Guildive as we sail Castine Harbor and Penobscot Bay. Set up an easel or sketch book, or grab a journal, the boat is a steady and open platform that will invite creativity.
Please call to arrange times and discuss with the captains about possibilities and rates.
It is our preference for a cash payment on the day of sailing and our published rates reflect our cash discount. Click here to pay with a Credit Card.
Reservations
207.701.1421 | castoff(at)guildivecruises(dot)com