Dreamcatcher's Apostle Islands Sailing Adventures from Bayfield, Wisconsin
Please select from one of the following trips below to see more information or scroll down the page and read about all of them.
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Day Trips:
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Cruising Adventures:
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The Island Landing
Excursion
9:30 A.M. to 2:30 P.M. Daily
Includes lunch. Help sail Dreamcatcher in the morning, eat fresh catered lunch
at anchor in the protection of one of the Islands near Bayfield, either Basswood,
Long, Oak or Hermit, use the inflatable zodiac dinghy to explore the clear
water beaches and Lake carved sandstone shorelines, and even take a swim on
a warm day. Then help sail her back to Bayfield. This trip is for people of
all levels of ability with an adventurous spirit.
$140/person, includes lunch or $650/exclusive boat
trip for up to six, includes lunch.
Larger groups can be accommodated by taking our second boat. Prices $1120/7-8,
$1260/9 and $1300 for 10-12
Web Specials:
Mention this website
promotion and book at least two weeks in advance and recieve $10/person off
(doesn't include exclusive boat trips)
20% off all exclusive boat trips and overnight trips in May, June and after
Labor Day through the end of September as well as SUNDAYS and MONDAYS all
season long! Active duty military personnel on leave recieve 10% discount.
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The Afternoon Sail
3:00 P.M. to 5:30 P.M. Daily
Get a taste of what makes Bayfield the most popular sailing port in the Great
Lakes. Take the wheel, help handle lines, etc., or just relax. Refreshments
included.
$75/person or $350/exclusive boat trip for up to
six
Larger groups can be accommodated by taking our second or third boat. Prices
$600/7-8, $675/9 and $700 for 10-12
Web Special:
Mention this website promotion
and book at least two weeks in advance and recieve $5/person off (doesn't
include exclusive boat trips)
20% off all exclusive boat trips and overnight trips in May, June and after
Labor Day through the end of September as well as SUNDAYS and MONDAYS all
season long! Active duty military personnel on leave recieve 10% discount.
Specials:
Cruising Adventures
These multi-day trips into the Apostle Islands and beyond include staying
on the boat overnight. You can either come as a group of two who wishes to
join another group for the per person price or take the exclusive boat option
for just your group and the captain. If you choose to take the per-person
option and we do not fill the trip, we will go with just your group. All food
is provided by a local caterer. The exclusive boat trips have the option of
bringing their own food for a discount. In the spirit of this type of adventure,
all guests are encouraged to become the crew, including learning to sail,
handle the boat, anchor, dock, cook in the galley (which is a snap with our
catered meals), etc. Personal preference and skills determine the role each
guest chooses to fill.
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Sand Island Overnight
(sample itinerary)
Courtesy boarding the evening before the trip, sleep in the boat in the harbor
the first night, walk to dinner and breakfast in town within a couple blocks
of the boat. Depart Bayfield at 9:30 A.M. for a day of sailing and several
stops at caves, sand spits, pristine beaches or lighthouses. Anchor at either
Stockton, Oak, Sand or Rocky Islands, depending on the wind. Grill dinner,
watch the sunset and sleep on the boat while gently swaying in a calm natural
anchorage. In the morning, have coffee and breakfast as the Islands wake up—by
then everyone is so relaxed, there is little point in rushing off. The last
day is spent sailing, swimming (in season) and exploring before returning
to Bayfield by mid to late afternoon. An additional night is available on
the boat, if you choose, for a small fee.
$585/person or $1950 exclusive boat for up to 4 adults
or a family $1650 exclusive boat trip, bring your own food.
Specials:
Additional 10% off any overnight
trip if booked before May 1st
Before June 30 and after Labor Day Special
$1620 exclusive boat, $1320 w/out food.
June and September Weekday Super Special or anytime before June 15th
$1155, no meals included for up to four adults or a family (meals add $300)
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Dreamcatcher at anchor for lunch, cyclists Rick and Debbie, along with friends Jim and Lori, Bob the Chicken on
his cross country bicycle trip takes the wheel.
Stockton/Rocky Tour
Four nights, three days
Arrive at Bayfield City Dock in the evening for a night in the harbor aboard
Dreamcatcher. Set sail in the morning for a tour of the interior of the Islands.
On this trip, you can really get the feel of the boat, with as much sailing
instruction as you want. Learn sailing, seamanship, boat handling, navigation
and anchoring. After a day of sailing the Islands, anchor at Presque Isle
Point of Stockton Island. There are two mile long beaches with dunes and a
coastal wetland as well as bedrock slabs that stick out into the water. Next
morning, depending on weather, sail toward Outer Island and Cat Island or
Hermit, Manitou and Otter Islands. Visit an old fish camp or hike on Oak Island
and then sail to a cove between Rocky and South Twin Islands for another night
at anchor or at a dock. Grill dinner and walk on the beach and sandspit for
a fantastic sunset. After a great breakfast, pull the hook and sail to Raspberry
Island Lighthouse for a tour of the house and gardens and a game of croquet
in the tradition of the Island. Sail back to Bayfield Harbor in the afternoon
for a shower and dinner in Bayfield. Stay on Dreamcatcher in the harbor for
one last night and depart in the morning.
$2725 exclusive boat for up to 4 adults or a family
$2275 exclusive boat trip, bring your own food.
Specials:
Take 10% off any overnight trip
if booked before May 1
Before June 30 and after Labor Day Special
$2270 exclusive boat, $1820 w/out food.
June and September Weekday and anytime before June 15th Super Special
$1592.50 no meals included for up to four adults or a family (meals $450 extra)
Black River Harbor
Four Day Cruising Adventure
Four days on the water in the Apostle Islands just starts to scratch the surface in the many places to explore, so we do many trips without leaving the Islands. For those who want to get the open water experience, one option for a four day trip is to strike out across the open Lake and cross to Black River Harbor. A sample trip might go like this: Board the night before the trip and sleep in the harbor. Head out in the morning for a the first two days training and sailing in the Islands, exploring sea caves, lighthouses, secluded beaches and weathered shorelines, anchoring at one of our favorite protected coves for the first night and at Stockton Island the second night. Then very early AM on the third day, set sail for a twenty five mile crossing of the open lake to Black River Harbor, Michigan. This crossing will include watches, navigating, rotational napping with the water splashing up against the hull, and a real feeling of being off-shore and will take about 6 hours. This secluded little natural harbor is the home only to several fishing boats and a couple of spaces for visitors. After noon, hike up the Black River to the secluded waterfalls and the watch the sun setting on the horizon from the harbor. Early AM departure again—late risers can sleep in while we depart--and a glorious 7-8 hour sail back to the Islands and Bayfield. Stay in the harbor aboard Dreamcatcher for the last night if you choose. This trip could be done in three days with the right weather. However, four days will not only provide a better trip with more time in the Islands, but also a wider weather window for crossing the Lake. If the weather does not cooperate, this trip will be converted to a four day trip in the Islands, which is every bit as fun.
$3350 exclusive boat for up to 4 adults or a family.
$2750 exclusive boat trip, bring your own food.
Specials:
Before June 30 and after Labor Day Special
$2800 exclusive boat, $2200 w/out food.
Other weather-dependent options for overnight itinerary:
Devil’s Island
When the seas are calm, which happens often in the middle of summer, Devils Island can be reached. Devil’s sticks out into the open lake and it is a real treat when the weather cooperates. The caves there are spectacular, with rich colors, extensive "rooms" and a glow in the middle of a sunny day that defies description.
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Outer Island
Another Island that sticks out into the open lake is Outer Island. It is a large Island and has very few visitors because it is so far away from the mainland. There is a lighthouse at the north end and a huge lagoon and sandspit at the south end. The lagoon is home to many waterfowl and unusual birds and plant life. Pull in to the sandspit for a lunch on the way to or from Stockton Island.
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Madeline Island
"The Island" has a marina with showers and full facilities. The
town of LaPointe has restaurants, bars, a golf course, shops, etc. and is
fun to spend a night in. La Pointe has a long history, with the Anishinabe
(Ojibway) Nation settling there long ago and a fur trading post established
there over 400 years ago. There is a museum on the Island and lots of other
attractions. A night on Madeline can be included in any of the trips or if
the weather gets bad, can be an alternate overnight destination.
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Our Weather Guarantee
In the event of severe or unpleasant weather (rain, cold, too rough, etc.), Dreamcatcher Sailing Charters will issue a full refund or, if possible, the trip will be postponed or rescheduled at your convenience. Due to changing conditions, cancellations are usually determined at the time and place of departure, and passengers must either contact us prior or be present for a refund. Early and late season trips are the most flexible and if you schedule a trip, we can often move the time or day of the trip for the best weather. Most reasonable people have concerns about the weather. If the safety of the passengers, crew or boat is in question, we always cancel and give you a full refund. If it is just a little drizzle on and off, passengers usually want us to run the trip. If there is a question about the weather the morning of the trip, call us. We try to determine a cancellation as far in advance as possible, but often an early morning shower will end about the time the trip would start, so we prefer to meet at the dock at the time of the trip and determine what to do at that time. There is a cabin below and a "dodger" cover in the cockpit to stay out of the rain. If we leave the dock but it starts pouring rain in the first fifteen minutes, we turn around and give you a full refund. Early and Late season we can reschedule you to an open day if possible and may even try to suggest a better day if it fits your schedule and ours. Mid-season we are full and usually cannot reschedule.
Wind is almost always found, even if it is calm when we leave the dock.
Contact us:
Dreamcatcher Sailing
88265 Happy Hollow Road
Bayfield, WI 54814
(800) 682-1587 or (715) 779-5561
dreamcatcher@wolfsongadventures.com