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X-ORIGINAL-URL:https://easternshorevacations.com
X-WR-CALDESC:Events for Eastern Shore Vacation Rentals
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DTSTART;VALUE=DATE:20260415
DTEND;VALUE=DATE:20261116
DTSTAMP:20260414T163140
CREATED:20260402T173819Z
LAST-MODIFIED:20260402T173819Z
UID:19311-1776211200-1794787199@easternshorevacations.com
SUMMARY:2 Hour Wine Tasting Cruise on Catamaran Epiphany
DESCRIPTION:Your Wine Tasting Experience\nStep aboard Epiphany\, a spacious and stable modern catamaran designed for comfort\, socializing\, and panoramic Chesapeake Bay views. With her wide beam\, open layout\, and thoughtfully arranged seating areas\, Epiphany provides the perfect setting for a relaxed and elevated wine tasting on the water. \nGuests can settle into abundant cushioned seating in shaded front and rear cockpit areas\, complete with dining tables ideal for wine service\, or lounge at the bow in reclining captain’s chairs and comfy beanbags for a front-row view of the sails. Many guests enjoy stretching out on the trampoline\, feeling the breeze\, and watching the water glide beneath them while savoring each pour. Whether you’re here to unwind or explore new wines\, Epiphany offers a smooth\, comfortable\, and engaging tasting experience. \nDepart from the charming harbor of historic St. Michaels and enjoy a brief harbor cruise\, including views of the 1879 Hooper Strait Lighthouse\, before sailing onto the scenic Miles River. As you sail across peaceful Chesapeake Bay waters\, savor a thoughtfully selected tasting of three red and three white wines\, each chosen to complement the beauty and rhythm of the experience. \nYour cruise blends exceptional wines with stunning waterfront views — the perfect combination for celebrations\, girls’ nights\, date outings\, or simply gathering with friends for a uniquely memorable experience on the Bay.
URL:https://easternshorevacations.com/event/2-hour-wine-tasting-cruise-on-catamaran-epiphany/
LOCATION:Harbour Inn\, 101 N Harbor Road\, St Michaels MD
CATEGORIES:St Michaels,Talbot County
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260415
DTEND;VALUE=DATE:20261116
DTSTAMP:20260414T163140
CREATED:20260402T174202Z
LAST-MODIFIED:20260402T174202Z
UID:19314-1776211200-1794787199@easternshorevacations.com
SUMMARY:Beer Tasting Cruises on Epiphany
DESCRIPTION:Your Beer Tasting Experience\nStep aboard Epiphany\, a spacious and stable modern catamaran designed for comfort\, connection\, and panoramic Chesapeake Bay views. With her wide beam\, open layout\, and thoughtfully arranged seating areas\, Epiphany provides the perfect setting for a relaxed and elevated craft beer tasting on the water. \nGuests can settle into abundant cushioned seating in shaded front and rear cockpit areas\, complete with dining tables ideal for tastings\, or lounge at the bow in reclining captain’s chairs and comfy beanbags for a front-row view of the sails. Many guests enjoy stretching out on the trampoline\, feeling the breeze\, and watching the water glide beneath them while sampling each brew. Whether you’re here to unwind or explore new flavors\, Epiphany offers a smooth\, comfortable\, and engaging tasting experience. \nDepart from the charming harbor of historic St. Michaels and enjoy a brief harbor cruise\, including views of the 1879 Hooper Strait Lighthouse\, before sailing onto the scenic Miles River. As you glide across peaceful Chesapeake Bay waters\, savor a curated selection of six craft beers featuring a variety of styles and flavor profiles\, thoughtfully chosen to create a memorable tasting journey. \nYour cruise blends exceptional craft beer with stunning waterfront scenery — the perfect pairing for celebrations\, friends’ nights out\, date outings\, or simply gathering for a uniquely refreshing experience on the Bay. \n 
URL:https://easternshorevacations.com/event/beer-tasting-cruises-on-epiphany/
LOCATION:Harbour Inn\, 101 N Harbor Road\, St Michaels MD
CATEGORIES:St Michaels,Talbot County
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260418
DTEND;VALUE=DATE:20260420
DTSTAMP:20260414T163140
CREATED:20260414T143841Z
LAST-MODIFIED:20260414T143841Z
UID:19328-1776470400-1776643199@easternshorevacations.com
SUMMARY:Eastern Shore Sea Glass and Coastal Arts Festival
DESCRIPTION:The Eastern Shore Sea Glass & Coastal Arts Festival will celebrate it’s 16th Annual Spring Edition on the beautiful waterfront campus of the Chesapeake Bay Maritime Museum in St. Michaels on April 18-19\, 2026 and offers fun for the whole family with fantastic shopping\, great food and drinks\, live music on two stages\, and more. The popular celebration of all things coastal will run Saturday April 18th 10am-5pm and Sunday April 19th 10am-4pm with all tickets valid for admission to the festival and the CBMM campus. \nTickets are on sale now at cbmm.org/SeaGlassFestival\, with discounted pricing for CBMM members. \nAll guests save $2 by purchasing their tickets in advance online. \n  \n**There are two entrances into the festival\, the Welcome Center and the entrance off Mill Street near The Crab Claw.** \nThis Spring Edition of the festival is set to highlight more than 100 artistans and vendors from across the country\, selling an array of unique coastal and sea-glass related goods\, including jewelry\, home décor\, art\, and more. ​ \nWhile enjoying all the Eastern Shore Sea Glass & Coastal Arts Festival vendors and offerings\, guests are invited to explore the exhibitions and historic structures spread across CBMM’s campus 18-acre campus. Food and beverages will be available for purchase\, including craft beer and specialty cocktails. \nLive music on both sides of campus will add to the celebration and festive atmosphere\, with performances from local favorite musicians. The musical lineup features both returning favorites and new voices. The historic Tolchester Beach Bandstand on Navy Point will feature Chris Sacks (10am-1pm) and Jordan Sokel (1:30-5pm) on Saturday and The Uncle Ward Show (10am-1pm) and Levi Stephens (1:30-4pm) on Sunday. \n  \nThe Fogg’s Landing Stage on the opposite side of campus will spotlight Dave Hawkins (10am-1pm) and Anna Burgess (1:30-5pm) on Saturday and Kenny Haddaway (10am-1pm) and Alison Thoms (1:30-4pm) on Sunday. \nThroughout the weekend\, guests can experience the art of glassblowing with Glass Half Full Arts. Artist Eli Cecil will lead demonstrations sharing the process of creating these one-of-a-kind artworks out of molten glass. \nOn Saturday\, guests can sign up for a guided glassblowing experience\, helping to create their own custom glass piece to take home. The cost is $100\, these 30-minute sessions\, which can be booked now at glasshalffullarts.com. Festival admission is included. \nThis program is offered with support from the Upper Shore Regional Folklife Center under the Maryland Traditions program of the Maryland State Arts Council. \nSea glass expert Mary McCarthy will be available to share her knowledge\, including shard identification in the educational learning lounge\, located on the Navy Point side of campus in the white building next to the Bay History #7 building\, look for directional signs.\nBring your favorite finds to be identified and explore the beachcombing table.\nGuests of all ages can select sea glass from McCarthy’s popular beachcombing table and use it to create a unique sea glass craft. She’ll also offer a series of films highlighting the world of sea glass available on demand in the CBMM Theater. \nMore family activities include a festival scavenger hunt around the campus and a mini mosaic craft with local artist Jen Wagner in the big tent on Navy Point. \n  \nWhile enjoying all the Eastern Shore Sea Glass & Coastal Arts Festival vendors and offerings\, guests are invited to explore the exhibitions and historic structures spread across CBMM’s 18-acre campus. \nGuests have a variety of ways to get out on the Miles River during the festival. We’re offering a pair of ticketed sails both days aboard 1955 skipjack Rosie Parks. Tickets for these 90-minute cruises\, at 10am and noon\, are $35 for CBMM members and $45 for non-members and include festival admission. \nPatriot Cruises will present Narrated Historical Cruises at 12:30pm and 2:30pm on Saturday and 2:30pm on Sunday. Guests can save $10 on adult and senior tickets for all three cruises by using coupon code SEAGLASS2026 at online checkout. (Please note this discount is not to be combined with any other offer.) Combo tickets that include festival admission and the cruise are also available. \nTwo-day Eastern Shore Sea Glass & Coastal Arts Festival tickets can be purchased in advance online or at the door. Guests who purchase their tickets in advance will have a special opportunity to enter the festival 30 minutes early at 9:30am both days. \nTicket sales at the door begin at 10am. No single-day tickets will be sold to this rain-or-shine event. \nFor online sales\, festival admission is set at $22 for adults\, $19 for seniors (65+) and students (17+)\, $10 for active and retired military members\, and $9 for children ages 6-to-17\, with all children 5-and-younger admitted free. The cost is $2 more for all tickets for in-person sales. \nCBMM members receive discounted pricing to this annual festival and others throughout the year. Adult member tickets purchased online are $10\, and all children of members (17-and-younger) receive free admission. \nCBMM members can also buy CBMM Festival Season Passes to make sure they’re part of all the exciting events celebrating the best of the Bay this year\, including both Spring and Fall Sea Glass Festivals\, Antique & Classic Boat Festival & Coastal Arts Fair\, Big Band Night\, Watermen’s Appreciation Day\, OysterFest\, and Winter on the Chesapeake. These member-exclusive passes are just $50 apiece. ​ \n  \nVIP tickets include two-day festival admission with early entrance\, a commemorative festival cup and discounts at the bar\, a swag bag with savings at select vendors\, and access to the VIP Hospitality Lounge with a complimentary beer and wine bar. The cost is $40 for CBMM members and $60 for non-members. Tickets available here \n  \nFestival tickets can be purchased in advance online or at the door. Guests who purchase their tickets in advance will have a discounted rate and a special opportunity to enter the festival 30 minutes early at 9:30am. \nTicket sales at the door begin at 10am. \nDuring the festival\, additional free event parking will be available at St. Michaels Middle/High School\, with a complimentary shuttle service to and from CBMM running both days. Address for school is 200 Seymour Ave. St. Michaels\, MD 21663 \nFor safety reasons\, non-service dogs need to be kept home during CBMM festivals\, including the Eastern Shore Sea Glass & Coastal Arts Festival. Carry-on alcohol from dock or land is prohibited.​ \n​ \nAddress for the Festival Click address for Getting Here information: 213 N Talbot St\, St Michaels\, MD 21663 \n  \nEvent is rain-or-shine. \n​ \nWe are not accepting any more vendors for the 2026 festivals\, we are full. thank you.
URL:https://easternshorevacations.com/event/eastern-shore-sea-glass-and-coastal-arts-festival/
LOCATION:Chesapeake Bay Maritime Museum\, 213 N Talbot St\, St Michaels\, MD\, 21663\, United States
CATEGORIES:St Michaels,Talbot County
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260425T173000
DTEND;TZID=America/New_York:20260425T203000
DTSTAMP:20260414T163140
CREATED:20260402T173249Z
LAST-MODIFIED:20260402T173249Z
UID:19308-1777138200-1777149000@easternshorevacations.com
SUMMARY:Paint The Town Show + Sale
DESCRIPTION:🎨✨ Paint the Town: Art Show & Sale ✨🎨 Get ready to celebrate creativity at Paint the Town\, our exciting art show and sale featuring local artists!\nDiscover vibrant paintings\, unique prints\, and one-of-a-kind works — all available to take home and support local talent. \nWhether you’re an art collector\, a casual admirer\, or looking for the perfect gift\, this event has something for everyone. Meet the artists\, explore their work\, and bring a piece of your community home! \n📅 Saturday\, April 25th and Sunday\, April 26th\n📍 343 High Street\, Chestertown MD 21620\n⏰ April 25th starts at 5:30pm and April 26th ends at 3pm \nCome celebrate art\, creativity\, and community — and maybe leave with a masterpiece of your own! 🖌️✨
URL:https://easternshorevacations.com/event/paint-the-town-show-sale/
LOCATION:343 High Street\, Chestertown MD 21620
CATEGORIES:Kent County
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260509T100000
DTEND;TZID=America/New_York:20260509T130000
DTSTAMP:20260414T163140
CREATED:20260402T171923Z
LAST-MODIFIED:20260402T171923Z
UID:19301-1778320800-1778331600@easternshorevacations.com
SUMMARY:𝐁𝐥𝐨𝐨𝐦 & 𝐁𝐫𝐮𝐧𝐜𝐡
DESCRIPTION:🌸 𝐁𝐥𝐨𝐨𝐦 & 𝐁𝐫𝐮𝐧𝐜𝐡🌸\n𝐎𝐮𝐫 𝐌𝐨𝐭𝐡𝐞𝐫’𝐬 𝐃𝐚𝐲 𝐂𝐫𝐞𝐚𝐭𝐢𝐯𝐞 𝐁𝐫𝐮𝐧𝐜𝐡 𝐢𝐬 𝐛𝐚𝐜𝐤\nIf you’re looking for something meaningful (and not just another crowded restaurant brunch)\, this is it.\nJoin us at Kent Island Resort Garden Room for a creative brunch experience you’ll actually remember.\n✨ You’ll create a pressed flower & butterfly resin keepsake\n✨ Enjoy a delicious brunch\n✨ Sip\, relax\, and celebrate together\n✨ Plus a few special touches we’ve added just for you 👀\nNo experience needed — just come ready to create and enjoy time with your favorite people.\nBring your mom\, your daughter\, your best friend… or make it a girls day 💕\n𝐖𝐡𝐞𝐧: Saturday May 9\n𝐓𝐢𝐦𝐞: 10:00am – 1:00pm\n𝐖𝐡𝐞𝐫𝐞: Kent Island Resort\n😮Seats are limited and this event sells out every year\n👉 Grab your spot now before it’s gone\nhttps://www.facebook.com/share/18QWqA76qW/?mibextid=wwXIfr
URL:https://easternshorevacations.com/event/%f0%9d%90%81%f0%9d%90%a5%f0%9d%90%a8%f0%9d%90%a8%f0%9d%90%a6-%f0%9d%90%81%f0%9d%90%ab%f0%9d%90%ae%f0%9d%90%a7%f0%9d%90%9c%f0%9d%90%a1/
LOCATION:Kent Island Resort
CATEGORIES:Queen Anne's County
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260513T183000
DTEND;TZID=America/New_York:20260513T203000
DTSTAMP:20260414T163140
CREATED:20260402T172543Z
LAST-MODIFIED:20260402T172543Z
UID:19304-1778697000-1778704200@easternshorevacations.com
SUMMARY:Resin Wave Board Workshop
DESCRIPTION:Bring a touch of seaside charm into your home! In this relaxing and creative workshop\, you’ll learn the art of mixing\, pouring\, and layering resin to create stunning ocean wave effects. With multiple board shapes and sizes to choose from\, your project will be as unique as you are. These pieces make beautiful décor for your home—or thoughtful handmade gifts.\nThis class is beginner friendly\, appropriate for ages 14 and up.\nWednesday May 13\, 6:30-8:30pm\nEl Jefe Mexican Kitchen\n1235 Shopping Center Road\nStevensville\, MD 21666
URL:https://easternshorevacations.com/event/resin-wave-board-workshop/
LOCATION:El Jefe Mexican Kitchen/Tequila Bar
CATEGORIES:Queen Anne's County
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260612
DTEND;VALUE=DATE:20260621
DTSTAMP:20260414T163140
CREATED:20260402T175003Z
LAST-MODIFIED:20260402T175003Z
UID:19319-1781222400-1781999999@easternshorevacations.com
SUMMARY:Chesapeake Chamber Music Festival
DESCRIPTION:Where Artists\, Audiences\, and Acoustics Come Together in Downtown Easton\, Maryland! \nThe Chesapeake Chamber Music Festival\, now in its 41st year\, is held over the course of two-weeks each June at the beautifully restored Ebenezer Theater in downtown Easton. It is a celebration of the ensembles that take on varied periods and styles of music.
URL:https://easternshorevacations.com/event/chesapeake-chamber-music-festival/
LOCATION:Ebenezer Theater
CATEGORIES:Easton,Talbot County
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260709
DTEND;VALUE=DATE:20260720
DTSTAMP:20260414T163140
CREATED:20260402T174615Z
LAST-MODIFIED:20260402T174615Z
UID:19316-1783555200-1784505599@easternshorevacations.com
SUMMARY:Plein Air Easton (PAE)
DESCRIPTION:When is Plein Air Easton?\nThe annual competition is held in Easton\, Maryland\, each July. 2026 Plein Air Easton is planned for July 10-19\, 2026. \nWhat is Plein Air Easton?\nEach year\, a unique juror selects 58 artists to participate. Artists apply from around the world for a chance to compete at the prestigious event. Once selected\, competing artists travel to Easton to produce art from life (as opposed to in the studio) over the course of the festival. \nCalendar of Events\nThe festival calendar features demonstrations\, paint-outs\, parties\, and exhibitions\, as well as supplementary events and local gallery demonstrations throughout the year. \nPlein Air Easton (PAE) Headquarters\nFor one week only\, Waterfowl Headquarters (40 S Harrison St.) is transformed into a central hub for all things Plein Air Easton. Whether you’re a seasoned collector or a first-time visitor\, this is your must-stop destination for a dynamic\, ever-evolving exhibit of plein air art—available for purchase. You’ll also find comprehensive festival information to help you make the most of your visit\, free professional artist demonstrations\, interviews\, and engaging discussions covering a wide range of topics. JFM Frames is on site with wholesale frames\, framing assistance\, and supplies all week along. \n20th Plein Air Easton painting frames.\nNo matter when you visit\, PAE Headquarters offers a comfortable retreat from the summer heat. Surround yourself with fine art\, watch art being created onstage during a demo\, and enjoy air-conditioned comfort.
URL:https://easternshorevacations.com/event/plein-air-easton-pae/
LOCATION:Waterfowl Headquarters (40 S Harrison St.)
CATEGORIES:Easton,Talbot County
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20261008
DTEND;VALUE=DATE:20261011
DTSTAMP:20260414T163140
CREATED:20260402T175301Z
LAST-MODIFIED:20260402T175301Z
UID:19322-1791417600-1791676799@easternshorevacations.com
SUMMARY:Chesapeake Film Festival
DESCRIPTION:Talbot County has found itself starring on the big screen from time to time\, but this Oct. 8-10\, 2026 the film industry becomes the star in Talbot County as it gears up for one of the most exciting cultural events of the year – the Chesapeake Film Festival. \nWhether you’re a cinematic extraordinaire or just looking for a fun weekend getaway\, this festival promises an unforgettable experience. Here are six sensational reasons why you should make plans to attend.
URL:https://easternshorevacations.com/event/chesapeake-film-festival-2/
LOCATION:Ebenezer Theater\, Academy Art Museum\, and Talbot County Free Library
CATEGORIES:Easton,Talbot County
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