https://www.chesapeakeclassicyachtcharters.com/our-blog daily 0.75 2026-04-26 https://www.chesapeakeclassicyachtcharters.com/our-blog/spring-in-annapolis monthly 0.5 2026-03-24 https://www.chesapeakeclassicyachtcharters.com/our-blog/dreaming-of-a-perfect-spring-boat-day-in-annapolis monthly 0.5 2026-02-18 https://www.chesapeakeclassicyachtcharters.com/our-blog/celebrate-55-years-of-the-annapolis-boat-shows-with-chesapeake-classic-yacht-charters-vip-charter-experience monthly 0.5 2025-09-12 https://www.chesapeakeclassicyachtcharters.com/our-blog/spring-special-event-charters monthly 0.5 2025-04-27 https://www.chesapeakeclassicyachtcharters.com/our-blog/spring-is-here monthly 0.5 2025-05-09 https://www.chesapeakeclassicyachtcharters.com/our-blog/thehinckleyway monthly 0.5 2025-05-09 https://www.chesapeakeclassicyachtcharters.com/our-blog/proudmary monthly 0.5 2025-04-27 https://www.chesapeakeclassicyachtcharters.com/faqs daily 0.75 2026-04-26 https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/500561ae-94b7-4422-acb8-6f003fd0338a/Proud+Mary+45.jpg https://www.chesapeakeclassicyachtcharters.com/ourstory daily 0.75 2026-04-26 https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/6365ce91-02b2-4668-a5e2-e27451f9c2f3/FullSizeRender.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/4b7f77c8-0699-4513-b3b8-65c40359f26c/boat-184.png https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/2edab783-4489-4dbf-bc5b-ab58788608a7/IMG_0693+2.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/7f49d156-c45d-4f81-8502-86207ca6ec65/yacht-21.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/08ca3772-800b-443c-acaf-13461cf6f1b7/yacht-14.jpg https://www.chesapeakeclassicyachtcharters.com/ourcharters daily 0.75 2026-04-26 https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/8713a412-3b29-4179-aee9-41e3065aadb3/IMG_0414.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/505d94cc-0307-4b6f-afc2-2e8d74acd681/IMG_4522.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/649d3ff0-6cc5-40f9-aa0c-149ea28fb1de/IMG_0410.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/197fdd85-0206-42db-9b3c-c671c06a7522/Bridget-Daniel-537.JPG https://www.chesapeakeclassicyachtcharters.com/home daily 1.0 2026-04-26 https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/d05e63d0-c674-4557-9dfc-4b5ac4368daf/samiandmikeyengagement-55.jpg Home A couple taking engagement photos at sunset aboard Chesapeake Classic Yacht Charters' Hinckley Picnic Boat. Stephanie Wyvill Photography https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/8713a412-3b29-4179-aee9-41e3065aadb3/IMG_0414.jpg Home Two women enjoying a glass of wine in Chesapeake Classic Yacht Charters' custom outdoor Yeti drinkware with the iconic Thomas Point Shoal Lighthouse and the Chesapeake Bay in the background. lyzapyvovarova photography / The Lucky Knot https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/ff1ca8a8-70b9-498f-aa5f-bf19675d9ae6/Bridget-Daniel-294.JPG Home A wedding party wearing formal attire on a Hinckley Picnic Boat called "Proud Mary". Chesapeake Classic Yacht Charters offers wedding transports and wedding photography. Photo courtesy of Dana Cubbage Photography. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/0e8385b2-86d8-4162-88fa-431dabf4545c/IMG_9103.jpeg Home Group of five women enjoying a luxury private sunset charter in Annapolis, MD with Chesapeake Classic Yacht Charters. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/74760b94-0c70-4be8-9aa9-aa08bb9829f6/yacht-1.jpg Home Our Hickley Picnic Boat's American Flag with the Annapolis Harbor in the background. Photo courtesy of lyzapyvovarova photography / The Lucky Knot https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/33fbcd4a-cb7b-4247-a14b-a2b3b1d57c01/samiandmikeyengagement-145.jpg Home Stephanie Wyvill Photography https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/e0967232-a1e0-4609-99ae-7d56896228f6/IMG_0401.jpg Home A couple enjoying a luxury private daytime charter in Annapolis, MD with Chesapeake Classic Yacht Charters. Photo courtesy of lyzapyvovarova photography / The Lucky Knot https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/2108dee4-995a-4ea6-888b-2dbf77b66977/Proud+Mary+5.jpg Home Luxury Hinckley Picnic Boat named Proud Mary with American flag cruising in the Annapolis Harbor. Photo by Martha Janney. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/1751562913911-V700Z3DYCM85VBXKVRSR/IMG_5171.jpg Home A group of six people enjoying a luxury private daytime charter with Chesapeake Classic Yacht Charters in Annapolis, MD to celebrate their wedding anniversary. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/b16fb4bd-502c-4457-a680-328c31179b1e/IMG_6712.jpeg Home Five women enjoying a scenic luxury private sunset charter in with Chesapeake Classic Yacht Charters in Annapolis, MD. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/9017f14e-c1cd-4e38-82b3-66704b1e5d33/yacht-3.jpg Home Chesapeake Classic Yacht Charters' signature Navy Blue Yeti drinkware with our custom CCYC Burgee logo and chilled Fiji bottled waters in a nautical tray aboard our Hinckley Picnic Boat. Photo courtesy of lyzapyvovarova photography https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/6c09841c-ea2c-4a56-b1aa-919ca6c6d1fe/IMG_3308.jpeg Home View from a private luxury sunset charter with Chesapeake Classic Yacht Charters on the Chesapeake Bay in Annapolis, MD. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/d4edbd20-edfd-445d-8644-c62ff8bdb3b1/IMG_3332+copy.JPG Home View of the Chesapeake Bay Bridges from aboard our Hinckley Picnic Boat during a luxury private charter with Chesapeake Classic Yacht Charters. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/aac8a27c-9ba9-4f43-a116-eafddd2f3b99/IMG_1091+Small.jpeg Home A couple celebrating their 40th birthdays with a private daytime charter with Chesapeake Classic Yacht Charters. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/b7623356-13fc-4d83-975c-5c2b39a1ef32/IMG_5217.jpeg Home Group of people enjoying a private sunset charter with Chesapeake Classic Yacht Charters, with the sun setting over the Chesapeake Bay and an American flag. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/1743698206622-WT3116D03A9TXLR1Q072/IMG_8806.jpeg Home Elegant display of some of our luxury charter offerings, including chilled Veuve Cliquot champagne, assorted macarons from Sweet Hearts Patisserie, fresh cut flowers, and assorted appetizers from our local caterer. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/49e2bd5c-3fb0-4309-81b8-fffed5ac00eb/yacht-20.jpg Home Photo of Chesapeake Classic Yacht Charters' Hinckley Picnic Book with its classic wooden trim cruising on the Chesapeake Bay. Photo by lyzapyvovarova photography https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/623a1225-832a-48da-873e-cc0f1fcc8ac0/samiandmikeyengagement-65.jpg Home A couple celebrating their engagement aboard our Hinckley Picnic Boat during a private luxury sunset charter with Chesapeake Classic Yacht Charters. The sunset, American Flag, and Chesapeake Bay are in the background. Photo courtesy of Stephanie Wyvill Photography https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/1d04a045-d0d3-4d3a-82cb-0a1063d1444d/FullSizeRender.jpeg Home A group of men enjoying our Wednesday Night Sailing Race private charter aboard our Hinckley Picnic Boat in Annapolis, MD. Our Wednesday evening charters in the spring and summer set out to watch the Annapolis Yacht Club weekly sailing regattas on the Chesapeake Bay. We offer add-on options to enhance your charter, including a pack of beer from local Eastport favorite Forward Brewing, to pre-stocking the cooler with your favorite adult beverages. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/aee5d8fb-ca52-493f-96c0-8a6cdbc721f1/samiandmikeyengagement-111.jpg Home A couple celebrating their engagement on the bow of our Hinckley Picnic Boat during a private luxury sunset charter with Chesapeake Classic Yacht Charters with the sunset and Chesapeake Bay are in the background. Photo courtesy of Stephanie Wyvill Photography https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/768d8067-bb98-4dfb-a5ce-a32a7ffeeb62/boat-125.JPG Home A family enjoying a luxury sunset charter aboard a Hinckley Picnic Boat with Chesapeake Classic Yacht Charters in Annapolis, MD https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/424ffc00-67c1-40c0-8c90-151da8a3f806/IMG_0721+2.jpg Home Our signature charcuterie board from our local award-winning vendor Artisan Charcuterie Co. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/dc5f16ff-6501-48c8-ad6e-19db581637c2/IMG_8243.jpg Home Wedding under a starry sky on a dock with Chesapeake Classic Yacht Charters' Hinckley Picnic Boat in the background. https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/3e05af9b-eed1-4697-b3d7-42ae8f06ee8e/boat-182+2.JPG Home Family enjoying a luxury sunset charter aboard a Hinckley Picnic Boat with Chesapeake Classic Yacht Charters in Annapolis, MD https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/1aa9af82-3d22-4753-b799-fc0b50caf299/IMG_4573.jpeg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/649d3ff0-6cc5-40f9-aa0c-149ea28fb1de/IMG_0410.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/6329c64d-c38d-4e55-9151-99996d590cf1/Bridget-Daniel-537.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/6dd843ea-ecdc-4016-910b-c11ea8ae870a/Proud+Mary+38.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/c1217b0a-8e41-4501-bdc6-483058f42faf/IMG_5245.PNG https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/ebeaae40-407f-4838-98e5-c8944d4e23cc/IMG_4522.jpg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/51c5715a-e948-442b-b4d3-94aac84e9ae2/IMG_5171.jpeg https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/b16fb4bd-502c-4457-a680-328c31179b1e/IMG_6712.jpeg https://www.chesapeakeclassicyachtcharters.com/our-policies daily 0.75 2026-04-26 https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/2108dee4-995a-4ea6-888b-2dbf77b66977/Proud+Mary+5.jpg https://www.chesapeakeclassicyachtcharters.com/release-liability-waiver daily 0.75 2026-02-25 https://www.chesapeakeclassicyachtcharters.com/store daily 0.75 2026-02-25 https://www.chesapeakeclassicyachtcharters.com/store/p/youth-crossed-burgee-baseball-cap monthly 0.5 2025-05-01 https://images.squarespace-cdn.com/content/v1/67dc2920913cac5f13adb097/1746095083977-VU1T44GLSFCUCLQOZP3A/youth-baseball-cap-royal-front-68134be1d2f48.jpg Store - 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