Photo Courtesy Rams Head on Stage
Vanessa Collier At Rams Head on Stage
Love is in the air all week long, and this week is packed with ways to celebrate it—whether that means romance, friendship, community, or simply doing what you love most. From soulful live music and intimate jazz tributes to sweet strolls through downtown, creative workshops, and heart-centered gatherings, this week’s lineup leans fully into connection and joy. Cheer on hometown teams, support inspiring women leaders, indulge your sweet tooth, dance through Mardi Gras vibes, or slow things down with yoga, creativity, and meaningful conversations. However you choose to celebrate Love Week, these events offer plenty of reasons to get out, feel good, and share the moment.
Tinsley Ellis: Labor of Love
February 11th; Rams Head on Stage, Annapolis 8:00pm
Blues fans are in for something special as Tinsley Ellis takes the stage in a more stripped-down, intimate setting. Known for his fiery guitar work and emotionally charged songwriting, Ellis brings a fresh perspective with material from his first-ever solo acoustic album, Naked Truth. After more than four decades of touring the world and delivering electrifying blues-rock performances, this acoustic approach highlights the raw power of his voice, storytelling, and musicianship. It’s a rare chance to experience one of modern blues’ most respected performers in a setting that feels personal, honest, and deeply expressive—proof that sometimes less truly is more.
2/11 7:00 PM Naval Academy Women's Basketball vs Bucknell
February 11th; The Naval Academy, Annapolis 7:00pm
Cheer on Navy Women’s Basketball as the Midshipmen take on Bucknell in an exciting home matchup. Expect fast-paced action, strong defense, and plenty of school spirit as Navy looks to protect its home court. It’s a great opportunity to support the team, enjoy competitive collegiate basketball, and be part of the electric game-day atmosphere
25th Annual Women in Agriculture Regional Conference
February 11th; Chesapeake Bay Beach Club, Stevensville
The MidAtlantic Women in Agriculture Conference brings together women from across the region for a full day of learning, connection, and inspiration centered on agriculture, leadership, and community. Celebrating the International Year of the Woman Farmer, this milestone 25th-anniversary conference creates space for women involved in farming, food systems, and agribusiness to share knowledge, explore current issues, and strengthen their networks. The program features keynote speakers, engaging breakout sessions, and meaningful conversations that highlight innovation, resilience, and the power of generational legacy within agriculture. Designed to educate, engage, and empower, the conference offers participants practical insights and fresh perspectives to support both their professional work and personal lives, while fostering a strong sense of community among women shaping the future of agriculture in the Mid-Atlantic.
Breakfast with the Mayor Jared Littmann
February 12th; Annapolis Waterfront Hotel, Annapolis 8:00am
Breakfast with the Mayor is the Chamber’s annual signature event, offering a unique opportunity to hear directly from the Mayor about the latest developments in Annapolis city government. With recent changes in the City Administration, this event provides valuable insight into what’s ahead, along with firsthand updates on priorities, initiatives, and the future of the city. Attendees can enjoy a welcoming morning of conversation, community connection, and meaningful dialogue in a relaxed setting while staying informed on issues that matter most to local businesses and residents.
Annapolis Chocolate Crawl
February 12th; Downtown Annapolis
The Annapolis Chocolate Crawl is a sweet stroll through downtown that blends shopping, sipping, and indulgence into one delicious experience. Participants are invited to explore a curated selection of local shops while enjoying complimentary chocolate treats, exclusive discounts, and special surprises along the way. From specialty food shops to beloved boutiques and jewelers, each stop adds its own flavor to the crawl, making it the perfect excuse to treat yourself, discover new favorites, and enjoy Annapolis at its most decadent.
Sip & Soca Master Class
February 14th; Rumhouse, Annapolis 10:00am – 12:00pm
Step into the rhythm and spirit of Carnival with an immersive master class led by Chef Natasha de Bourg that celebrates Caribbean culture, creativity, and flavor. This experience blends culinary tradition with hands-on artistry as guests create a Carnival mask while learning about its cultural significance. Along the way, Chef Natasha demonstrates two beloved Trinidadian classics—Trinidad Corn Soup and Geera (Cumin) Chicken—bringing bold flavors and rich history to life. The experience is rounded out with a refreshing Queen’s Park Swizzle, crafted with rum, fresh lime, mint, sugar, and bitters, making this a vibrant, multisensory celebration that engages the hands, the palate, and the spirit.
Hyatt Regency Chesapeake Bay Hosts Valentine's Day Events and Experiences
February 14th; Hyatt Regency Chesapeake Bay, Cambridge 1:00pm – 5:00pm
Celebrate Valentine’s Day with a lineup of thoughtfully curated experiences designed to spark connection, creativity, and a little indulgence. From cozy moments over shared bites and wine to hands-on culinary fun and artistic expression, the day invites couples to slow down and enjoy meaningful time together. Sip, savor, create, and laugh your way through experiences that turn simple moments into lasting memories—whether you’re bonding over fresh-made pasta, painting side by side, or lingering over a beautifully arranged board and a favorite bottle. It’s a feel-good Valentine’s celebration all about togetherness, joy, and making the day feel truly special.
Vanessa Collier At Rams Head on Stage
February 14th; Rams Head On Stage, Annapolis 7:00pm
Singer-songwriter Vanessa Collier brings her powerhouse blend of soul, blues, and Memphis-inspired sound to the stage in support of her sixth album, Do It My Own Way. Recorded on analog gear with a live, in-the-room feel, the album channels the timeless soul of Stax and Hi Records, drawing inspiration from legends like the Staples Singers. Songs like “Wild As a Rainstorm” deliver bold, uplifting messages of self-confidence and resilience, pairing deep grooves and rich horn lines with Collier’s awe-inspiring, soulful vocals. It’s a performance rooted in authenticity, groove, and heart—classic soul energy with a modern, fearless edge.
Valentines Day with Unified Jazz Ensemble
February 14th; 49 West Coffeehouse, Annapolis 7:00pm
Celebrate Valentine’s Day with a romantic evening of timeless jazz as the Unified Jazz Ensemble presents a heartfelt tribute to the legendary Chet Baker. This intimate performance captures Baker’s cool, lyrical style through smooth trumpet lines, expressive vocals, and classic jazz arrangements that set the perfect mood for the holiday. Featuring Tim Stanley on vocals and trumpet alongside Mike Noonan on piano, Todd Harrison on drums, John Pineda on bass, and Nate Stanley on guitar, the ensemble brings warmth, elegance, and swing to every note—creating a soulful soundtrack for an unforgettable Valentine’s night.
Forge Your Love: A Galentine's Yoga & Bracelet-Making Experience
February 14th; Homestead Gardens, Davidsonville 1:00pm
Celebrate self-love, friendship, and meaningful connection this Valentine’s season with a special Galentine’s experience that blends movement, creativity, and intention. This heart-centered workshop invites you to slow down with a gentle, all-levels yoga flow designed to ground the body and calm the mind, followed by a hands-on metalsmithing session where you’ll create a personalized stamped bracelet inspired by self-love, friendship, or empowerment. Whether you come with friends or enjoy a solo afternoon of reflection, the experience offers space to reconnect, get creative, and leave with a meaningful, wearable reminder of love in all its forms—thoughtfully guided by Jessi Rizzi of Crofton Yoga in collaboration with Bean and Bear Studio.
GB: The Corkers,
February 15th; Galway Bay Irish Restaurant, Annapolis 4:00pm – 8:00pm
Enjoy an evening of live music and great food as Corkers take the stage for a lively restaurant performance rooted in rich musical tradition. This sibling trio—Bobby Seay on guitar and vocals, Michaela Seay on vocals, keyboard, and ukulele, and Brianne Corcoran—brings a warm, engaging sound shaped by generations of family musicianship. Influenced by their grandparents’ traditional Irish music and dance performances, Corkers blend those roots with country and bluegrass flair, creating a set that feels both familiar and fresh. Expect heartfelt harmonies, toe-tapping rhythms, and an easygoing vibe that pairs perfectly with a night out for dinner and drinks.
Rickshaw Lizard band
February 17th; Eastport Yacht Club, Annapolis 6:00pm
Celebrate Mardi Gras, EYC-style, with a high-energy night of live music and good-time vibes as Rickshaw Lizard brings their sax-driven, New Orleans–inspired sound to the party. Expect funky grooves, soulful jams, and nonstop movement as the band delivers a lively mix of funk, soul, and groove guaranteed to get everyone dancing. The evening pairs perfectly with a festive Fat Tuesday buffet, making it a full sensory celebration where great food meets great music. Open to EYC members and their guests, this is a can’t-miss chance to let loose, enjoy bold live music, and embrace the spirit of Mardi Gras
