No two voyages are the same
Sample Itineraries
Week Voyages
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Day 1—Monday
Arrive to Wonder at 1000, move into your bunk, complete a short scavenger hunt to familiarize yourself with the ship, and then gather for a full ship meeting at 1100 to review the weather and voyage plan.
Around 1200 we will get underway and spend the day conducting safety drills, learning to set sails, firing our cannon at nearby vessels, and getting into our watch schedule.
We will anchor for the first night of the voyage, allowing Guest Crew to acclimate to sleeping aboard a ship.
Cape Cod
Our day will be spent in Buzzard’s Bay sailing amongst the other smaller sailboats. We will anchor near the Cape Cod Canal.Key West
We will spend the day sailing near Key West and enjoy the sunset sailing amongst the other schooners. We will anchor in the Key West National Wildlife Refuge. -
Day 2—Tuesday
Start the day with a delicious breakfast and endless coffee. We will start the day with a morning swim (weather permitting) and then get underway for our first full day of voyaging. Tonight, we keep sailing.
You will begin to settle into the routine of the vessel as you rotate through standing watch. We will conduct our first science deployment of the voyage and have an afternoon class on marine biology.
Night sailing takes the magic of the ocean to a new level. We will have an evening stargazing class so you can look for constellations as you steer using the stars. The final reward is watching the sun rise with the sails up and feeling that you just had the most exhilarating night of your life while the rest of the world slept.
Cape Cod
We will sail across Cape Cod Bay and have an early afternoon port stop in Provincetown before spending the sunset sailing around Stellwagen Bank, one of the best whale watching sites on Earth.Key West
Our afternoon will be spent at a snorkeling anchorage. We will then turn west towards Dry Tortugas National Park—the westernmost of the Florida Keys. -

Day 3—Wednesday
We will spend the day sailing as we continue our voyage. This is the heart of the trip where seamanship skills will be practiced and reinforced. Watches will rotate every four hours, allowing you to get into the rhythm of the ship.
We will continue with science deployments, weather observations, and engage in some light competition between the watches: setting the jib and a line chase testing your knowledge of the lines you have been handling.
Once again, our voyage will continue through the night. If the skies are clear, we will practice using sextants to determine our position using the stars.
Cape Cod
Open ocean sailing! There is no land east of us for thousands of miles as we sail down the coast of Cape Cod towards an afternoon port stop in Nantucket. Then it’s back to sailing for the night.Key West
Depending on permitting and permissions, we may stop in the National Park. If not, we will admire it from the deck as we loop around back towards Key West, far from city lights. -

Day 4—Thursday
Another beautiful sunrise underway. Our final day of voyaging will feature more science work, more seamanship concepts, and more great food. It will conclude with us anchoring near our destination for a bit of recovery from standing watch.
The last night of every voyage features a short celebration called a “Swizzle” with singing shanties, storytelling, guitar, and maybe a final game of Catan or euchre with your shipmates.
Cape Cod
After spending the day sailing around Nantucket Sound, we will anchor off of Martha’s Vineyard and perhaps take the dinghy ashore to enjoy the beach.Key West
We will complete our voyage back from Dry Tortugas and stop at another snorkeling reef before anchoring outside of Key West for our final night. -
Day 5—Friday
It is time for a final breakfast, coffee, and goodbyes. We will haul back the anchor for the final time and sail into port. Guest Crew will depart by 1100 filled with an amazing sense of accomplishment—you just had one of the best adventures of your life. Just five days ago you joined a ship of strangers who are now your shipmates and friends. There is nothing quite like the bonds formed at sea.
As you depart, remember: once a shipmate, always a shipmate. If you ever see Wonder in port out in the world, we hope you will come say “Hi” and tell us a story from your voyage—the only problem you will have is picking one.
Summer Voyaging on Cape Cod
To view the cruise tracks natively in Google Maps, click here.
The white line represents a Week Voyage and the black line represents a Weekend Voyage. Since sailing is the art of reading and responding to the weather and the ocean, each itinerary differs slightly and our cruise track is subject to change. No matter where we sail, we promise beautiful scenery and an unforgettable experience.
Weekend Voyages
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Day 1—Friday
Arrive to Wonder at 1600, move into your bunk, complete a short scavenger hunt to familiarize yourself with the ship, and then gather for a full ship meeting at 1630 to review the weather and voyage plan.
Around 1700 we will get underway for a sunset sail on the way to our anchorage. We will anchor for the first night of the voyage, allowing Guest Crew to acclimate to sleeping aboard a ship.
Cape Cod
We will enjoy the sunset from Buzzard’s Bay before sailing through Quick’s Hole and anchoring off of Martha’s Vineyard.Key West
We will do a classic Key West sunset sail and fire our cannons at the other ships. But when they return to port, we will turn to the sea. We will anchor amongst lemon sharks in the Key West National Wildlife Refuge. -

Day 2—Saturday
Start the day with a delicious breakfast, endless coffee, and a morning swim (weather permitting) before getting underway for our first full day of voyaging. Tonight, we keep sailing.
You will begin to settle into the routine of the vessel as you rotate through standing watch. We will conduct our first science deployment of the voyage and have an afternoon class on marine biology.
Night sailing takes the magic of the ocean to a new level. We will have an evening stargazing class so you can look for constellations as you steer using the stars. The final reward is watching the sun rise with the sails up and feeling that you just had the most exhilarating night of your life while the rest of the world slept.
Cape Cod
We will sail across Nantucket Sound and have an afternoon port stop on Nantucket. Then it is back to the ship for our second sunset sail and night voyaging leg.Key West
We will sail to an afternoon snorkeling anchorage, perhaps stopping at two. Then we will voyage towards the Great White Heron National Wildlife Refuge, where we will search for wildlife. -

Day 3—Sunday
Breakfast will happen underway as we continue our watch standing and voyaging through sunrise and into the morning. We will have a bit of light competition in the late morning—Deckhand Olympics—before pulling into port in the early afternoon.
Before departing, we will sing a few sea shanties and celebrate your initiation into the world of voyage sailing. After saying final goodbyes, Guest Crew will depart the ship by 1500. While you’re time aboard was just 48 hours, you will feel like you were with us for several days as you disconnected from the digital world, immersed in the ship, and focused on yourself and being present with the ocean.
Cape Cod
Night sailing through Nantucket Sound and across Buzzard’s Bay to watch the sunrise over the uninterrupted horizon of the vast Atlantic Ocean.Key West
Night sailing across the Gulf of Mexico, providing partial protection from the large swells of the prevailing wind. Depending on conditions, we may head to a final snorkeling anchorage in the morning before returning to the dock.
Winter Voyaging in Key West
To view the cruise tracks natively in Google Maps, click here.
The white line represents a Week Voyage and the black line represents a Weekend Voyage. Since sailing is the art of reading and responding to the weather and the ocean, each itinerary differs slightly and our cruise track is subject to change. No matter where we sail, we promise beautiful scenery and an unforgettable experience.