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Wednesday August 26, 2026
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28 Weekday Afternoon Flying Scot Rentals
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28: Weekday Afternoon Catboat Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28 Weekday Evening Catboat Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28 Weekday Evening Flying Scot Rentals
 
Thursday August 27, 2026
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28 Weekday Afternoon Flying Scot Rentals
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28: Weekday Afternoon Catboat Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28 Weekday Evening Catboat Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28 Weekday Evening Flying Scot Rentals
 
Friday August 28, 2026
1:00 PM - 3:00 PM    "Simply Sail" Private Lessons - Flying Scot Simply Sail Private Lesson (Andrew) Friday August 28th 100pm
 
1:00 PM - 3:00 PM    "Simply Sail" Private Lessons - Simply Sail with Louise - Friday August 28th - 1 - 3 PM
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28 Weekday Afternoon Flying Scot Rentals
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/24 - 8/28: Weekday Afternoon Catboat Rentals
 
4:15 PM - 7:00 PM    Friday Night Friendly CATBOAT Races - August 28th CREW
 
4:15 PM - 7:00 PM    Friday Night Friendly CATBOAT Races - August 28th SKIPPER
 
4:15 PM - 7:00 PM    Friday Night Friendly FLYING SCOT Races - August 28th CREW
 
4:15 PM - 7:00 PM    Friday Night Friendly FLYING SCOT Races - August 28th SKIPPER
 
Saturday August 29, 2026
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Afternoon Catboat Rentals
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Afternoon Flying Scot Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Evening Catboat Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Evening Flying Scot Rentals
 
Sunday August 30, 2026
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Afternoon Catboat Rentals
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Afternoon Flying Scot Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Evening Catboat Rentals
 
4:30 PM - 7:00 PM    Pleasant Bay Pass Holder Rentals - 8/29 & 8/30 Weekend Evening Flying Scot Rentals
 
Monday August 31, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Louise - Monday August 31st - 2 - 4 PM
 
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 8/31 - 9/6: Afternoon Catboat Rentals
 
Tuesday September 1, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Louise - Tuesday September 1st - 2 - 4 PM
 
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 8/31 - 9/6: Afternoon Catboat Rentals
 
Wednesday September 2, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Joy - Wednesday September 2nd - 2 - 4 PM
 
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Louise - Wednesday September 2nd - 2 - 4 PM
 
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 8/31 - 9/6: Afternoon Catboat Rentals
 
Thursday September 3, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Louise - Thursday September 3rd - 2 - 4 PM
 
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 8/31 - 9/6: Afternoon Catboat Rentals
 
Friday September 4, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Louise - Friday September 4th - 2 - 4 PM
 
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 8/31 - 9/6: Afternoon Catboat Rentals
 
Saturday September 5, 2026
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 8/31 - 9/6: Afternoon Catboat Rentals
 
Sunday September 6, 2026
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 8/31 - 9/6: Afternoon Catboat Rentals
 
Tuesday September 8, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Louise - Tuesday September 8th - 2 - 4 PM
 
Wednesday September 9, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Joy - Wednesday September 9th - 2 - 4 PM
 
Thursday September 10, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Charlie - Thursday September 10th - 2 - 4 PM
 
Friday September 11, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Charlie - Friday September 11th - 2 - 4 PM
 
Monday September 14, 2026
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 9/14 - 9/18: Afternoon Catboat Rentals
 
Tuesday September 15, 2026
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 9/14 - 9/18: Afternoon Catboat Rentals
 
Wednesday September 16, 2026
2:00 PM - 4:00 PM    "Simply Sail" Private Lessons - Simply Sail with Joy - Wednesday September 16th - 2 - 4 PM
 
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 9/14 - 9/18: Afternoon Catboat Rentals
 
Thursday September 17, 2026
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 9/14 - 9/18: Afternoon Catboat Rentals
 
Friday September 18, 2026
2:00 PM - 5:00 PM    Pleasant Bay Pass Holder Rentals - 9/14 - 9/18: Afternoon Catboat Rentals
 
Saturday September 19, 2026
9:30 AM - 10:30 AM    Celebrate our Waters on Pleasant Bay - Celebrate our Waters Sailing - Saturday September 19th at 9:30am
 
10:30 AM - 11:30 AM    Celebrate our Waters on Pleasant Bay - Celebrate our Waters Sailing - Saturday September 19th at 10:30am
 
12:00 PM - 1:00 PM    Celebrate our Waters on Pleasant Bay - Celebrate our Waters Sailing - Saturday September 19th at 1200pm