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https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/211f35e9-ed36-4491-a7e9-9209b85fffbe/20210518_184717.jpg Photos https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/50c37ed6-143a-40f8-8472-ac1d48da46d7/20210710_124827%280%29.jpg Photos https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/9689075f-3b7b-4f05-9047-324085745da6/20210628_195638.jpg Photos https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/f91f47d3-2124-48b1-9785-ba8b394eba32/20210611_090624.jpg Photos https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/3fbc5516-da39-481c-bac3-9c1937c0fa32/20210609_195635+%281%29.jpg Photos https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/cb0466a2-b2b4-40a6-8905-38cdd0aa389d/20210609_180542.jpg Photos https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/8e3322a5-4f3e-424c-9c81-eae80f836ddf/20210608_195306.jpg Photos https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/efda0151-088e-4d05-a8e0-ed82296efbc1/20210604_145437.jpg Photos https://www.captaincatering.com/contact daily 0.75 2022-05-06 https://www.captaincatering.com/about daily 0.75 2022-05-26 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1653590824523-UD2V63X5G46TD4SH02QI/unsplash-image-FS7UNiVGeWQ.jpg About - Captain Catering offers an experience unlike any charter in the Chesapeake Bay, U.S. Virgin Islands, Key West & beyond. Founded by a sailor with a heck of an ability to cook, Captain Catering was brought to life by Captain Michael Howard. Before pursuing his USCG Master license, Michael attended The Culinary Institute of America eventually working for impressive restaurant locations in the Hudson Valley, Chicago, and Baltimore. He has gained extensive knowledge of global cuisine through his lengthy travels to Southeast Asia and brings his unique flair for flavor into everything he cooks. His love for sailing is met with the amazing expertise of itineraries in locations near and far. His passion is working with his guests to expand their sailing abilities or introduce new sailors to the watersport he’s participated in for a lifetime. After his restaurant experience on land, Captain Michael desired a return to the sea and found a way to perfectly weave his two incredible talents while crewing his charters with his partner, Jacqueline Mearman. Jacqueline also attended The Culinary Institute of America and the two met while employed as chefs at the Four Seasons Hotel in Baltimore. For a few years, they went different directions - Michael began his adventure into private dining while Jacqueline became the Corporate Pastry Chef for a large restaurant group. As the world began to shut down in 2020, the two set sail on new courses. Michael dove deeper into captaining and catering for charter guests. Jacqueline opened her take-out restaurant in Baltimore serving breakfast and lunch. Eventually, the amount of business Michael was experiencing required an extra set of hands and Jacqueline began accompanying him on his more luxurious charters. Whether you opt for an adventure exclusively with Captain Michael or choose to upgrade with the addition of a First Mate, Captain Catering offers outstanding service allowing our guests to relax completely and enjoy their charter experience. We believe in high-quality food and drink and we're excited to share our knowledge with our guests on every adventure. We cannot wait to serve you. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/cdde1572-3ca8-442a-b2c6-5346f50a035b/IMG_0523.JPG About https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/7351d18d-7132-4426-9501-e8086674817e/20220407_080930.jpg About https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/c20f98c3-5980-4c64-b172-149042fbcd10/20210902_161905.jpg About https://www.captaincatering.com/menus daily 0.75 2022-05-26 https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694583486-2PQT0LQ193RL7MCB6DX4/20140228_Trade+151_0046.jpg Events & Menus https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694644871-IC85FNH781UNZSZEGHDR/Aro+Ha_0428.jpg Events & Menus https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1618497259178-6XJGK9GR6YAVBQL5L519/20140301_Trade-151_012-2.jpg Events & Menus https://www.captaincatering.com/sample-menus daily 0.75 2022-07-06 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/8265baec-c2f0-44b2-a49a-c2807e9265d7/Seated+Menu+Sample.jpg Sample Menus - After an afternoon cruising the Chesapeake, allow us to prepare a wonderful three-course dinner. Though this menu highlights our favorite - the lamb porterhouse - we love to switch it up! https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/4c3b2b27-478e-4d34-acc4-273b66c2905a/Taco+Bar+Sample.jpg Sample Menus - Our taco bar is always a hit! Captain Michael makes all of his marinades, salsas, and guacamole from scratch. Not only is this taco bar delicious, but the presentation is stunning. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/533fb54a-e912-4708-965f-91c0129ef031/Cocktail+Party+Sample.jpg Sample Menus - Everyone loves a good cocktail party. After all of this time on the seven seas, Captain Michael has done plenty of research on making (and drinking) cocktails. He’s no Trader Vic, but he can make one heck of a drink. You can’t go wrong with a refreshing beverage along with a spread of delightful bites. https://www.captaincatering.com/five-day daily 0.75 2022-08-23 https://www.captaincatering.com/st-michaels daily 0.75 2024-04-23 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/da960a2e-d1bd-451a-9f45-81fa5a22a2be/46511925835_fc5f02725c_o.jpeg St. Michael's Maritime Museum - St. Michael's - Not only is this a wonderful museum, but it's also where you can sleep! We have access to the marina for your sleep aboard so you can enjoy a morning of the rich history the bay has to offer. It also happens to be an easy walk into the downtown area. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/5830736a-a58d-4046-a3a0-d6b8b52a2971/avas%2Bpizza.jpeg St. Michael's Ava's Pizzeria - St. Michael's - Grab a pie at this local pizza joint that also has a great selection of wine. Enjoy an evening stroll after dinner through the beautiful downtown area. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/d3256422-159e-4566-9f65-18ef9574c74d/esb2.jpeg St. Michael's Eastern Shore Brewing Company - St. Michael's - Enjoy a locally brewed pint of beer at this great little spot. Indoor and outdoor seating offers a little people watching while you sip your suds. https://www.captaincatering.com/rockhall daily 0.75 2024-04-23 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/76b109c6-d04a-45e8-989b-37e1a0f2b90e/Rock-Hall-9-1-2015-Harbor-Shack.jpeg Rockhall Harbor Shack - Rock Hall - A little tiki never hurt anybody. This marina shack is a great place to have a little fun in the sun with bar snacks and great beers. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/ceb212ac-1836-45de-885a-2d5deec37f54/java%2Brock.jpeg Rockhall Java Rock - Rock Hall - Locally owned and operated coffee spot that will make you say, "Star-who?". They also carry a fantastic selection of wine and gifts. Highly recommend the donut holes (if they have any left!). https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/a2b4037e-71c5-4f9e-9725-7f20ccc77679/fresh%2Bstart.jpeg Rockhall Fresh Start Food & Garden - Rock Hall - Check out this farm stand for local goods from all over the Eastern Shore. Jams, pies, breads and so much more... this little grocery store is a great place to snag a gift for the land lover you left at home. https://www.captaincatering.com/annapolis daily 0.75 2024-04-23 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/4a85320f-aaf6-416a-ac84-e03c818705f3/foxs.jpeg Annapolis Fox's Den - Annapolis - pizzas, duck fat fries, and excellent beer selection are all found down a flight of stairs off the main drag. The fox marks the spot! https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/8dd1841e-6b6d-459d-a98a-33b4f416b40d/preserve.jpeg Annapolis Preserve - Annapolis - upscale dining focused on the preservation of seasonal food. Excellent cocktails and food in an airy, comfortable setting. https://www.captaincatering.com/st-michaels-1-1-1 daily 0.75 2024-04-23 https://www.captaincatering.com/st-michaels-1-1-1-1 daily 0.75 2024-04-23 https://www.captaincatering.com/st-michaels-1-1-1-2 daily 0.75 2024-04-23 https://www.captaincatering.com/tilghmanisland daily 0.75 2024-04-23 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/abe7bfd5-3de7-4e80-829c-e2a28c754464/two%2Bif%2Bby.jpeg Tilghman Island Two If By Sea - Tilghman Island - Owned by two Culinary Institute of America chefs, this kitschy diner slings up amazing benedicts and mimosas. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/2fc3cb9d-4f8a-4906-9612-65a34976fa5a/unsplash-image-pU-P4T7CinY.jpeg Tilghman Island Ride a Bike - Tilghman Island - Take one of the marina's bikes on a cruise out to the point of Tilghman Island. Offering beautiful views of the bay and a little salty air through your hair! https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/3fdf73cf-360e-45a9-a7ef-5cff5031d104/marker%2Bfive.jpeg Tilghman Island Marker Five - Tilghman Island - Delicious wings and brick oven pizza! This sailor bar is a great place to rub elbows with the locals while telling tales of the high seas. https://www.captaincatering.com/shop daily 0.75 2022-10-31 https://www.captaincatering.com/shop/serving-platter monthly 0.5 2022-11-04 https://www.captaincatering.com/shop/serving-platter/live-edge monthly 0.5 2022-11-04 https://www.captaincatering.com/shop/serving-platter/river-board monthly 0.5 2022-11-04 https://www.captaincatering.com/shop/serving-platter/laminated-boards monthly 0.5 2022-11-04 https://www.captaincatering.com/shop/p/green-epoxy-with-black-walnut-serving-board monthly 0.5 2022-11-30 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667312594736-3UO0QW2XYSQ9VLFN0GPC/IMG_3670.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/charcuterie-serving-board monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562050979-MH3FT4HIBK6SUPEPQ9W1/IMG_3679.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/charcuterie-serving-board-1 monthly 0.5 2024-03-27 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562384928-CIQCJRWTLD41LVZJSL29/IMG_3666.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/charcuterie-serving-board-2 monthly 0.5 2023-07-16 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562498594-LLUH32RCKOYZCD0PZJ6B/IMG_3674.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/charcuterie-serving-board-3 monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562641666-PC6V2ZGJPELDY946LHKX/IMG_3675.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/charcuterie-serving-board-4 monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562755036-W19OB8A84VZNOD5DXKJH/IMG_3678.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/charcuterie-serving-board-5 monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562854054-AEBKMP0WVUC5SRPWGOWB/IMG_3672.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/md7lx35erb2lppbxxe5hyfxj69c3bg monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562914500-9MD9NNKWPC5L296QIX05/IMG_3673.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/8pf34jxbgazsknb4sbef334ln4ar3x monthly 0.5 2023-02-28 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667562999420-T79ZYG1JODL4DUUK5RS4/IMG_3665.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/d5pltjft37y68jt9mdtcn9843985n7 monthly 0.5 2023-02-28 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667563150717-NO8HC9XNPUCASMKDG3QK/IMG_3663.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/mzxtzptj6rhcswye55wa3l4ygsnf6h monthly 0.5 2024-03-27 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667566228814-N7R3US05IR4HBL7UZHWL/IMG_3677.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/mp6tw2eag9ddexwx78n98setf2hens monthly 0.5 2023-07-16 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667566329935-IENZHFHJDDRPAF60KZHG/IMG_3676.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/cs4g9lpxh4kd835mxm5lfwwga8kbd6 monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667566410395-WXG0L6LLKX3O3SF3JF8U/IMG_3687.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/84rfr8tlzxr2mzlb7acy3as9lth4nz monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667566553461-6P41ZZYHQAD4KBZ5N0F3/IMG_3685.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/ac2gy2mz63z3e5crfya9z4brjchjy2 monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667566676987-UZ2UH2QHYMBQIOBN9J52/IMG_3684.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/msm66c844xhfm4s53hx66dxc8n9tjl monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667566792739-RFL801IG1JDRLRT3W9BT/IMG_3681.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/wmzs6xxewpb8jnjnzzhnnja5gxen7y monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667566924381-VZESWINWULAWCTOOY7VX/IMG_3680.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/3yxxezb7wz8956b97sz7zfnbgsex5r monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667567046909-3SX7GOLE9DZW83Q3IQC3/IMG_3683.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/jgfbejg33abbnacd8xhlccjr5pfz8t monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667567141353-0YK3CJAH5L6WBBXZVGC0/IMG_3688.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/shop/p/hpms9mm2zcdh6eddhwl67wd56ajxk6 monthly 0.5 2022-11-04 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1667568148809-B2HEE6FXJ5OXJQD1H342/IMG_3668.jpg Shop - Charcuterie Serving Board https://www.captaincatering.com/locations daily 1.0 2024-04-23 https://www.captaincatering.com/locations/67f45e26-9b6f-4358-92d8-01f3c4091410-xsyhr-nfcmk monthly 0.5 2022-05-15 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652575230026-FIGV7D5HD1RYK9U2ARCZ/unsplash-image-EnFbpYeGIp0.jpg Locations - USVI https://images.squarespace-cdn.com/content/v1/5ce5a46c872ec70001601dfb/1562697697301-HQVV5LGV7UC8RE4U34HW/PDN47.jpg Locations - USVI https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652575247403-UZ8N8474CC0Y3PC9G7QY/unsplash-image-gqQeXtvuuAQ.jpg Locations - USVI https://www.captaincatering.com/locations/67f45e26-9b6f-4358-92d8-01f3c4091410-a2tbn-mc2nw monthly 0.5 2022-05-15 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652460490820-KU2VVE7II5OCD9OJ6TQR/unsplash-image-jY8TXnAfXhs.jpg Locations - Chesapeake Bay - The largest estuary in the United States. Sailing the Chesapeake is an experience. Changing depths, brackish water, Eastern Shore twang… nothing compares. Sailors come from all over the world to enjoy the challenges the beautiful body of water has to offer. Whether you are looking for a night out in Downtown Annapolis or an ice cream cone in Rock Hall, there’s a locale for everyone. Hailing from the region, Captain Michael loves working with the ingredients. Blue crabs, fresh oysters, and rockfish - come hungry for seafood! Explore our gallery below of our favorite highlights on the bay. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/f68011af-9806-4803-8bcc-3c6857c6bd37/Chilled+Shrimp%2C+heirloom+tomatoes%2C+pesto%2C+mozzarella.jpg Locations - Chesapeake Bay - Join us for our all-inclusive 5 day excursion… Cruise the Chesapeake on a sailing catamaran with our curated itinerary designed to cater to you and your guests’ every need. Click to learn more! Two cabins are available each with a queen-size bed. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/9ed9aa64-71fc-44c3-a270-16aecdf7d473/53f104f0e2555b1ff51d4db8e7fe127e2a75ba7d7addd82bd4cd8f89b4ab3575.jpeg Locations - Chesapeake Bay Rockhall https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/e4c0a6c0-6f5c-48cb-84c4-701030bbec31/Photo_6553624_DJI_24_jpg_4145995_0_202163017544_photo_original.jpg Locations - Chesapeake Bay St. Michael’s https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/b0d0b555-e8a6-4993-ad4d-989b4b5af773/Strand-close-up-reduced-1024x768.jpeg Locations - Chesapeake Bay Oxford https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/795db34d-c99d-49d9-a7c4-b844bc5b1e33/long-wharf-park.jpeg Locations - Chesapeake Bay Cambridge https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/ef88cfe0-2c77-454a-b3c8-6fec26bd7f5b/240443558_343962724134441_6120007004384329760_n.jpeg Locations - Chesapeake Bay Wye River Sanctuary https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/f68b4a95-72ed-4b05-acb0-8fb286748357/maxresdefault.jpeg Locations - Chesapeake Bay Herrington Harbour South https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/256486d8-c876-4733-ab3d-14a7f2bea69e/foxs.jpg Locations - Chesapeake Bay Fox's Den - Annapolis - pizzas, duck fat fries, and excellent beer selection are all found down a flight of stairs off the main drag. The fox marks the spot! https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/259562e4-54be-4df4-b5d2-7b0397288a20/preserve.jpg Locations - Chesapeake Bay Preserve - Annapolis - upscale dining focused on the preservation of seasonal food. Excellent cocktails and food in an airy, comfortable setting. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/d0c28d45-c242-43ae-8c87-2a8e37cd3daa/pussers.jpg Locations - Chesapeake Bay Pusser's - Annapolis - Come for the rum, stay for the shenanigans. A great place to enjoy the passing vessels as they make their harrowing turn in the iconic Ego Alley. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/681e62ea-b594-404f-b869-dfa68f032930/two+if+by.jpg Locations - Chesapeake Bay Two If By Sea - Tilghman Island - Owned by two Culinary Institute of America chefs, this kitschy diner slings up amazing benedicts and mimosas. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652460869840-D9HOINWU2FGOES3S54EE/unsplash-image-pU-P4T7CinY.jpg Locations - Chesapeake Bay Ride a Bike - Tilghman Island - Take one of the marina's bikes on a cruise out to the point of Tilghman Island. Offering beautiful views of the bay and a little salty air through your hair! https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/41d4b60c-21a4-4ea2-bd7e-30721b4b67da/marker+five.jpg Locations - Chesapeake Bay Marker Five - Tilghman Island - Delicious wings and brick oven pizza! This sailor bar is a great place to rub elbows with the locals while telling tales of the high seas. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1d68781c-680d-4852-b367-f9ed784e55bc/fresh+start.jpg Locations - Chesapeake Bay Fresh Start Food & Garden - Rock Hall - Check out this farm stand for local goods from all over the Eastern Shore. Jams, pies, breads and so much more... this little grocery store is a great place to snag a gift for the land lover you left at home. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/bbdf516d-fc14-4757-b903-d01e9695075e/Rock-Hall-9-1-2015-Harbor-Shack.jpg Locations - Chesapeake Bay Harbor Shack - Rock Hall - A little tiki never hurt anybody. This marina shack is a great place to have a little fun in the sun with bar snacks and great beers. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/4d07689c-f1ef-4398-a3e7-55dded3b137f/java+rock.jpg Locations - Chesapeake Bay Java Rock - Rock Hall - Locally owned and operated coffee spot that will make you say, "Star-who?". They also carry a fantastic selection of wine and gifts. Highly recommend the donut holes (if they have any left!). https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/9c4cff8b-275b-4f69-9abf-21f446976b55/avas+pizza.jpg Locations - Chesapeake Bay Ava's Pizzeria - St. Michael's - Grab a pie at this local pizza joint that also has a great selection of wine. Enjoy an evening stroll after dinner through the beautiful downtown area. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/e9065971-236e-45ca-8cab-6770ec58bb7c/46511925835_fc5f02725c_o.jpg Locations - Chesapeake Bay Maritime Museum - St. Michael's - Not only is this a wonderful museum, but it's also where you can sleep! We have access to the marina for your sleep aboard so you can enjoy a morning of the rich history the bay has to offer. It also happens to be an easy walk into the downtown area. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/76a5a089-2f3c-4065-95db-96070b17463b/esb2.jpg Locations - Chesapeake Bay Eastern Shore Brewing Company - St. Michael's - Enjoy a locally brewed pint of beer at this great little spot. Indoor and outdoor seating offers a little people watching while you sip your suds. https://www.captaincatering.com/locations/67f45e26-9b6f-4358-92d8-01f3c4091410-xsyhr-nfcmk-bxkjx monthly 0.5 2022-05-15 https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652578709308-4111JAK7NWRAMZR71Q3D/unsplash-image-tSJc5U6f1M4.jpg Locations - Key West - 800 Keys, 180 Miles, 42 Bridges. The Florida Keys just hit different. There’s something in the air when you get to the Keys. The salt air, the abundance of margaritas, the lack of shoes. Time seems to slow down and you enter what is known as “vacation mode”. Maybe you’re coming to the Keys to attempt a voyage out to Dry Tortugas National Park. Maybe you’re heading south to aimlessly chase the wind as you bob in and out of crystal clear water. No matter what brings you to the Florida Keys, you’ll never be the same after. Captain Michael has navigated the Straights of Florida from the Southernmost point of Key West up the Keys. This body of water is protected by a living coral reef seven miles off of the shore. It also offers a multitude of opportunities to tuck into harbors for an overnight anchorage. He has also explored the Gulf of Mexico to the west of Key West. This area offers a truly secluded experience that will test your sailing abilities. Luckily, having Captain Michael around means your provisioning can be fully taken care of! https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/a5f69c78-8a0f-43a2-a2af-945492bbe052/blueheaven.jpg Locations - Key West Blue Heaven - Dine al fresco with some live tunes in the sand. This outdoor joint is undeniably one of the best Key West has to offer. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652576406683-3DGHKJ40FIZ6JADIQLOL/unsplash-image-9saYBKfS-es.jpg Locations - Key West Try to catch a rooster! They're literally everywhere. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652576494905-P3TKO78PR1ZNM6WTIA3V/unsplash-image-ft1cHyfo3CM.jpg Locations - Key West Snorkel on a Living Coral Reef - Seven miles offshore, this coral reef has some of the most abundant wildlife found in one location. It's also the only living coral reef in North America. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652576473900-5POY5A0RJAVEM4ZK3H80/unsplash-image-oVUmFyST27s.jpg Locations - Key West Southernmost Point - Go get your picture taken at the southernmost point of the continental US. If you squint on a clear day, we swear you can see Cuba. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652576884719-4V1AG712XWU8ZWS4APUA/unsplash-image-hImFr2SR_mM.jpg Locations - Key West Key Lime Pie - Pretty much anywhere you go you'll be able to score this refreshing dessert on a hot day. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652576543293-7OM3F14G522V5TFTRJRM/unsplash-image-m7GlfExrTf8.jpg Locations - Key West Dry Tortugas National Park - The most isolated of all of the Florida Keys. Explore shipwrecks, snorkel incredible reefs with moray eels, nurse sharks and sea turtles. This excursion is 68 miles from Key West and will require prior planning as well as ample time. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/44cb80b7-014b-446d-ba91-fabf880c95c9/pepes.jpg Locations - Key West Pepe's Café - Established in 1909, this breezy bar is the oldest in the Keys and the second oldest in Florida. Go for the broiled oysters, stay for the awesome Bloody Mary's. https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/03359f5f-dc0e-4410-b2d4-ea9c142db479/duval+street.jpg Locations - Key West Duval Street - Looking for the party? Just take a stroll down the famous Duval Street. Everywhere has a libation or three with your name on it. We'll help you find your boat when you're done! https://images.squarespace-cdn.com/content/v1/6275301f532ac82e72a5535b/1652576974923-KU18DKGAQBBN69THC891/unsplash-image-1CiE1x4dHIY.jpg Locations - Key West Mangroves - Explore these wild trees in the shallow waters. Both eerie and beautiful, these mangroves will transport you to another planet.