St. Michaels Sailing Charters Catering Options

Whether you’re celebrating a special occasion, hosting guests, or simply looking to elevate your time on the water, our onboard dining options offer something for every style of sail. From light bites and grazing boards to full meals and brunch selections, each option is prepared fresh and designed to be enjoyed effortlessly on board.

All catering is provided by our trusted local partners. Royal Oak Catering offers a flexible, crowd-friendly menu suited for a wide range of tastes and dietary preferences, while Hambleton House provides curated, coastal-inspired dining experiences designed specifically for private charters.

Casual & Flexible Catering Options

The offers below are provided in partnership with Royal Oak Catering, featuring fresh, locally inspired cuisine designed for relaxed and social gatherings on the water.

Appetizers & Light Bites

Cheese & Charcuterie Board – $30 per person
An assortment of artisan cheeses, cured meats, jams, nuts, olives, and fresh fruit, served with crackers and flatbread.

Mediterranean Mezze Grazing Board — $30 per person
A vibrant selection of marinated vegetables, olives, cheeses, hummus, and nuts, served with crackers and pita bread.

Mini Maryland Crab Cakes — $35 per person
Classic Maryland-style crab cakes served with lemon aioli on a bed of bibb lettuce with heirloom tomatoes.

Chocolate-Dipped Strawberries — $26 (6 pieces)
A simple, elegant treat perfect for celebrations or a sweet addition to your sail.

Caviar & House-Made Potato Crisps — Price Upon Request
Served with crème fraîche and lemon zest for a refined, indulgent experience.

Lunch Options

Assorted Deli Sandwiches & Wraps — $38 per person
Turkey, ham, and roast beef with lettuce, tomato, and mayo, served with chips, fruit, and a cookie.

Dinner Selections

*One entrée selection per group

Tier 1 — $65 per person

Maryland Jumbo Lump Crab Cakes
Served with French green beans and pommes purée

Tenderloin of Beef with Red Wine Demi-Glace
Served with heirloom carrots and herb roasted fingerling potatoes

Pan-Seared Scallops
With white wine and lemon butter sauce, served with summer squash and garlic mashed potatoes

Tier 2 — $52 per person

Fried Chicken Dinner
With biscuits, coleslaw, and pasta salad

Pulled Pork BBQ
Served with rolls, salad, and coleslaw

Sliced Flank Steak with Chimichurri
Served with Chesapeake corn salad and rolls

Brunch & Morning Options

Tea Party Selection — $30 per person
Assorted tea sandwiches including ham salad, egg salad, and cucumber with cream cheese.

Breakfast Sandwich Platter — $32 per person
Sausage or bacon with egg and cheese on an English muffin, served with hash browns and fruit.

Bagels with Lox & Cream Cheese — $35 per person
Served with fresh seasonal fruit.

Pastry Selection — $27 per person
Danish, muffins, and croissants served with seasonal fruit.

Quiche Selection — $30 per person
Served with a light salad or fresh fruit.

Private Charter Catering Experiences

For guests booking a private charter, we offer an elevated onboard dining experience in partnership with Hambleton House — a locally renowned catering team known for refined, coastal-inspired cuisine.

Each offering is thoughtfully designed for life on the water — fully assembled, beautifully presented, and ready to enjoy without interrupting the flow of your sail. Available for groups of six or more, these curated packages provide a seamless dining experience that feels both elevated and effortless.

The Coastal Picnic — $35 per person

A relaxed, Chesapeake-inspired spread designed for easy sharing on the water.

• Artisan cheese board with local cheeses, fig jam, and honey

• Charcuterie with cured meats, olives, and house-roasted nuts

• Crackers and sliced baguette

The Chesapeake Elevated — $55 per person

An expanded coastal experience featuring signature Chesapeake flavors. Includes everything in the Coastal Picnic, plus:

• Jumbo lump crab parfaits with citrus aioli

• Chilled Old Bay shrimp skewers with lemon

• Classic deviled eggs with fresh herbs

• House-baked seasonal cookies

The Sunset Sail Experience — $75 per person

A celebratory, elevated offering perfect for special occasions and sunset cruises. Includes everything in the Coastal Picnic and Chesapeake Elevated, plus:

Choose Two Sandwich Selections:

• Honey-Cured Ham with Gruyère & Roasted Tomato
  Honey-cured ham layered with Gruyère, roasted tomato, and avocado buttermilk ranch on seeded brioche.

• Italian Meats with Provolone & Sun-Dried Tomato Spread
  Capicola, mortadella, and salami with provolone and Parmesan Reggiano, finished with roasted garlic aioli and a sun-dried tomato pepper spread on a pine-nut crisp.

• Chicken Salad with Garlic-Celery Mayo
  Classic chicken salad with roasted garlic–celery mayonnaise and fresh parsley, served on sourdough toast.

• Vegetable Sliders with Hummus & Avocado
  A vibrant mix of lemon-tahini hummus, shredded carrots, alfalfa sprouts, cucumbers, and bell peppers with avocado spread on an olive oil brioche bun.

• Roasted Turkey with Cheddar & Apple
  Roasted turkey breast with Chesapeake Gold cheddar, crisp Honeycrisp apple, garlic mayo, and butter lettuce.

Sandwiches are prepared in half portions for easy sharing and cooler placement, designed to remain stable and refined throughout your sail.

How It Works

This offering is available exclusively for private charters. Advance notice is required to ensure availability and proper preparation. All packages are delivered directly to your vessel, fully assembled and ready to enjoy, with no onboard preparation needed.

Plan Your Perfect Day on the Water

Pre-order your onboard dining in advance to ensure availability and allow our team to prepare everything for your trip. Whether you’re looking for light snacks or a full meal, we’ll help create a seamless and memorable experience.

Please Note:
Catering must be arranged in advance. Final selections and guest counts are required prior to your charter date.

Contact us to add catering to your charter. We’re happy to help you plan the perfect experience.

☎ 410-849-9864
✉ [email protected]