Annapolis In Love is a weekend celebration of Annapolis being the most romantic City in America. On the weekend of April 16– 18th, love will be in the air in every part of our City. City street names will be changed, and romantic events and specials will be offered by participating hotels, B&B's, restaurants, and merchants. We will have romantic & fun contests that allow you to express your feelings, and have a blast with the one you love. Special events will include concerts, movie marathons and lingerie shows. We’re even looking to host a few live marriage proposals. Many businesses will provide door prizes, raffles and a silent auction will take place throughout Annapolis to help benefit the American Heart Association.
Take a stroll down Lover's Lane and share this adventure with the person you love. If you haven't yet found that person, he or she may just be in Annapolis on this weekend. There will even be dinner parties, a Single’s Brunch sail and events which will provide the opportunity to meet someone special.
Our most important goal this weekend will be to have fun with you and make it easy and affordable for you to enjoy Annapolis.

"LOVE is SEXY" Kick Off Event at Level, 69 West St., Complimentary cocktails, finger foods, DJ music and a rockin' hot Fashion show with Sexy Swimsuit show. Hosted by Level, Diva, Horse, Brown Eyed Girl, Lilac Bijoux, Madison Boutiques & Ruby Salon. Other fun treats include: "Lash Bar" where guests can get glamorous false eyelashes and dramatic makeovers by a professional make up & hair squad. Raffle giveaways, swag bags for the first guests to arrive. Entry is $5.00 ticket donation to benefit the American Heart Association. 410-280-9195.
8:30A.M.-5:00P.M – Win a dozen red roses from York Flowers. 50 State Circle. 410-268-3341. Enter ballot onsite in 30 words or less “I am in love with flowers….” Free flower for entering!
11:00 A.M- 6:00 P.M. (tours every hour) Watermark Cruises presents Tours on the Love Queen at City Dock: "Love Boat" style trivia contest during each 40 minute tour of the Annapolis Harbor & US Naval Academy. Prizes! Staff and crew will be dressed to mimic favorite 70’s cruise ship characters. City Dock, 410-268-7601
11:00A.M-7:00 P.M. Boudoir Photography Session at A LA MODE LINGERIE with professional photographer, Robin Owen. Pkgs start at $179. 32 West St. 410-280-9771.
1:00-7:00 P.M. “Madhatter Tea Party!” Get your free photo with wacky hats. Refreshments. Hats in the Belfry. 103 Main St., 410-268-6333.
1:30 – 6:30 P.M. Take a Gondola Ride on Miss Anne: All water taxis & Miss Anne Tours in Annapolis will feature romantic soloists to sing while you sail to and from your destination on the Bay. Call 410-263-0033 for Gondolier Taxi Ride.
4:00-10:00P.M. Romantic Carriage Rides at Market & Main Street. 410-267-6656.
4:00-6:00 P.M. Happy Hour Honey: Unique opportunity to sample honey themed liqueurs. Go to Main Street Mini Mart, 222 Main St. & enjoy something sweet with your honey. Free. 410-626-2099
5:00-8:00 P.M. MILLS Singles & Lovers Tasting Event: 87 Main St. 410-263-2888
5:30-8:00 P.M. Singles & Lovers Rooftop Happy Hour at Latin Quarter, Free Appetizers, Drink Discounts & Tarot Card Readings.
Play the "Game of Love". Pick a card and "kiss the guy to your left" or "buy the lady a drink". Win prizes or just play to have fun. Continue the fun and more "Game of Love" play at other participating bars/restaurants. 169 West St. Details, call Tracy at
202-468-5860
5:30-7:30 P.M. Loving Canines & Cocktails for a Cause in Annapolis: Hosted by Paws Pet Boutique & (pet friendly) Loew’s Annapolis Hotel, 126 West St. Why do you and your pet love coming downtown? Winners of this contest will be awarded prizes and their submissions read aloud. SPCA Dogs for adoption at the event. Proceeds to benefit SPCA. 410-263-8683
5:00-6:00 P.M. Zachary’s Jewelers Expressions of Love Contest Event. Winners of $10,000 in jewelry prizes announced for the Best Expression of Love. All welcome. Light Refreshments served. 100 Main St. 410-266-5555.
6:00-8:00 P.M. Live mannequins. Visit storefront to see romantic loungewear & lingerie in live lingerie show at A LA MODE. 32 West Street. 410-280-9772
6:00-8:00 P.M. Televised Love Notes. Prizes awarded at 8pm for best pick up lines and love notes. ACME Bar and Grill. 163 Main Street. 410-280-6486
6pm: LIVE MUSIC AT PARK PLACE Join us on the patio from 6pm-9pm at Park Place and enjoy the sounds of Paul Lewis! Enjoy dinner outside with Carpaccio Tuscan Kitchen or Fado’s Irish Pub.1 Park Place, 410-268-4690.
6:30-8:30 P.M. Federal House Plays “The Newlywed Game Come by for a hysterical night! Fun & prizes for all participating couples and couple that brings in most friends wins free happy hour! 22 Market Space. Register at door or call 410-268-2576
7:00-9:00 P.M. Love Songs on Demand: Bring in your special someone for an on-the -spot custom composed love song. The Annapolis Bookstore, 68 Maryland Ave., 410 280 2339
7:00 P.M. Middleton’s, OB’s and O’Briens Progressive Dinner, 2 Market Space. 410-263-3323. Reservations required
8:00 P.M. Sonny Landreth at Ramshead OnStage, 33 West St. Louisiana-based blues slide guitarist, songwriter and singer. Love Potion specials. Tickets while available. 410-268-4545
8:00-9:30A.M. "Amazing Race"-style "We Can Work it Out" Couples Boot Camp A Fun Couples Boot Camp for ALL fitness levels. Picture a combination of amazing exercise, healthy competition and crazy antics-like Jane Fonda, Amazing Race and Survivor all in one. Prizes & giveaways! City Dock. Call 410-990-0111
8:30A.M.-4:00P.M – Win a dozen red roses from York Flowers. 50 State Circle. 410-268-3341. Enter ballot onsite in 30 words or less “I am in love with flowers….” Free flower for entering!
10:00 A.M.-4:00P.M. Book Fair at the Key School with Special Romance Panel of Notable Authors: Book signings by featured authors, educational and fun children’s activities and family performances by musicians and entertainers, new and used book sales & storytellers. Refreshments. 534 Hillsmere Dr. 410-263-9321
10:00-6:00 P.M. “Madhatter Tea Party!” Get your free photo with wacky hats. Refreshments. Hats in the Belfry. 103 Main St., 410-268-6333.
11:00 A.M- 6:00 P.M. (tours every hour) Watermark Cruises presents Tours on the Love Queen at City Dock: 410-268-7601 See 4/16 details.
11:00A.M.-7:00 P.M. Locally hand painted "Annapolis In Love" themed wine glasses with free customization. The Wineaux Shop, 162 Main St., 410-990-1515
11:00A.M-7:00 P.M. Boudoir Photography Session at A LA MODE LINGERIE with professional photographer, Robin Owen. Pkgs start at $179. 32 West St. 410-280-9771.
12:00 A.M- 8:00 P.M. "Our Passion is Clay - Make it Yours!" Try your hand at throwing a pot in our studio. Ever see the movie Ghost?40 State Circle. 410-268-6153
12:00 P.M- 4:00 P.M. Watermark Cruises invites you onto the Catherine Marie to Videotape your Winning Love Story to enter $20K Wedding Contest. Take a Tour on Catherine Marie. 410-268-7601.
12:00-3:00P.M. Poetry Reading at MiChek Boutique, 162 A West St., 410-267-1202
12:30 – 2:00 P.M. FREE CONCERT at Susan B. Campbell Park at City Dock: Melody Page, fabulous local singer
12:30-2:30 pm: Romantic Sail aboard the 74-foot, Schooner Woodwind on the Chesapeake Bay. Raise the sails, steer the boat or just sit back and relax. Love Potion #9 will be served & a Nancy Hammond poster of the Woodwind will be given out to one lucky winner. 410-263-8994
12:00P.M. Concert at Ramshead OnStage: Priscilla Renea. Come hear her latest hit, “Lovesick”. 33 West St. Tickets while available. 410-268-4545
1:00P.M. – 3:00 P.M. Mexican Serenata Performance at Blanca Flor Silver Jewelry. 34 Market Space, 410-268-7666
1:00-3:00 P.M. Live Demonstration Surf’s Style Stand Up Paddle– Brown Eyed Girl, 234 Main St., 410-990-4475. Rain date, Sunday 1-3pm.
1:00-3:00 P.M. – Passions of Maryland Craftsmen: Carolyn Councell, watercolorist, paints “Lovers Lane. Pewter hug or kiss to 1st 100 participants. American Craftworks.189B Main St. 410-626-1583.
1:00-4:00 P.M. Annapolis Carriage Bridal Event: Free! See decorative carriages & horses braided with glitter. Brides choose their favorite. 913 Melvin Rd, Annapolis 410-349-1660
1:30 – 6:30 P.M. Take a Gondola Ride on Miss Anne. See Friday’s description.
2:00 P.M. Alpaca “Cake Pull” for Prizes. Register on site for this Peruvian Wedding Tradition. Enjoy Peruvian refreshments & wedding cake. 206 Main St. 410-216-9898
2:00-4:00 P.M. Chocolate Wine Tasting: Don’t miss these seductive wines to get you in the mood! Main Street Mini Mart, 222 Main St. Free. 410-626-2099
2:00-4:00 P.M. – Passions of Maryland Craftsmen: Viki Keating, Annapolis’ Hottest Fused Glass Artist, uses flowerpots in the kiln when she fuses glass. Amazing effects! American Craftworks.189B Main St. 410-626-1583.
2:00-4:00 P.M. – Passions of Maryland Craftsmen: Cookbook author Katie Moose serves love temptations. American Craftworks.189B Main St. 410-626-1583.
2:00-4:00 P.M. Love Letter Experts offer free tutorial on the art of the Love Letter. The Annapolis Bookstore, 68 Maryland Ave., 410 280 2339
2:00-8:00 P.M. Mill’s Free Champagne Tasting featuring the Champagnes of Pommery, Heidseick Monopole, Pol Roger and Ruinart. 87 Main St. 410-263-2888
2:15-2:45 P.M. FREE CONCERT at Susan B. Campbell Park at City Dock : Jack the Penguin, duo that plays cover songs to originals.
3:00-5:00 P.M. Romantic Sail aboard the 74-foot, Schooner Woodwind on the Chesapeake Bay. See details from earlier cruise (12:30p.m.) 410-263-8994
4:00-10:00P.M. Romantic Carriage Rides at Market & Main Street. 410-267-6656.
4:00-5:30 P.M. FREE CONCERT at Susan B. Campbell Park at City Dock: Petting Hendrix, Classic and Modern Rock Trio
5:00-10:00P.M. Romantic Carriage Rides at Market & Main Street. 410-267-6656.
5:45 – 7:00 P.M. FREE CONCERT at Susan B. Campbell Park at City Dock: Alex Gordon, Jazz musician, singer songwriter
6:00-8:00 P.M. Live mannequins. Visit storefront to see romantic loungewear & lingerie in live lingerie show at A LA MODE. 32 West Street. Boudoir Photography available onsite! 410-280-9772
6:30 P.M. Concert at Ramshead OnStage: Take 6, Acapella group will croon their way into your heart. Love Potion specials! 33 West St. Tickets while available. 410-268-4545
6:30-8:30 P.M. Torch Singer to Perform. The Annapolis Bookstore, 68 Maryland Ave., 410 280 2339
9:30 P.M. O’Briens Dance Contest 113 Main St., 410-263-3323
9:30 P.M. Concert at Ramshead OnStage: Take 6 Tickets while available. 410-268-4545
10:00 A.M- 12:00 P.M. Annapolis Sailing Cruises: Schooner Woodwind Singles Sail & Sunday Brunch at the Annapolis Marriott Waterfront. Call for reservations. 410-263-8994
10:00-6:00 P.M. “Madhatter Tea Party!” Get your free photo with wacky hats. Refreshments. Hats in the Belfry. 103 Main St., 410-268-6333.
10:00 A.M- 1:00 P.M. "Love Lessons from your Pet" contest. Paws Pet Boutique. 64 State Cirlce 410-263-8683
11:00 A.M- 6:00 P.M. (tours every hour) Watermark Cruises presents Tours on the Love Queen at City Dock: see 4/16’s description.
11:00A.M-6:00P.M. Romantic Carriage Rides at Market & Main Street. 410-267-6656.
11:00A.M-7:00 P.M. Boudoir Photography Session at A LA MODE LINGERIE with professional photographer, Robin Owen. Pkgs start at $179. 32 West St. 410-280-9771.
12:00 P.M- 4:00 P.M. Free Sail for 10 couples at City Dock. Offered by Annapolis Community Boating. Call for reservations. 410-703-8248
12:00 A.M- 3:00 P.M. Annapolis Pottery “Come Love a Mug!" Meet Bewley Artisans, local artists, create and sculpt their amazing face mugs and pitchers. They may even find inspiration in your loveable mug! 40 State Circle, 410-268-6153
12:00-12:30 P.M. Couples Fitness Challenge with Evolutions: Get your endorphins kickin’ and motivate each other to a sexier body….you both will enjoy! Meet your trainers and sweat with us! Free, 30 minute workouts in front of Zachary’s Jewelers at 100 Main Street!
12:30-2:00 P.M. FREE CONCERT at Susan B. Campbell Park at City Dock Michael K. Come hear songs from his recently released CD, “Songs from the Heart”
12:30-2:30 P.M. Romantic Sail aboard the 74-foot, Schooner Woodwind on the Chesapeake Bay. See details from 4/17 cruise (12:30p.m.) 410-263-8994
1:00-3:00 P.M. Tattoo Envy at Annebeth’s! Get your honey’s name painted on your arm, leg or ….?? – even if only for the day! Stop by and get your “permanently in love” tattoo. FREE! 75 Maryland Ave., 410-990-9700
1:00-3:00 P.M. – Passions of Maryland Craftsmen: Carolyn Councell, watercolorist, paints “Lovers Lane”American Craftworks.189B Main St. 410-626-1583.
1:00-1:30 P.M. Couples Fitness Challenge with Evolutions: Get your endorphins kickin’ and motivate each other to a sexier body….you both will enjoy! Meet your trainers and sweat with us! Free, 30 minute workouts in front of Zachary’s Jewelers at 100 Main Street!
1:00 – 3:00 P.M. “Champagne” Tasting. Try a variety of sparkling wines from around the world. Main Street Mini Mart. Free. 222 Main St., 410-626-2099
1:00 – 5:00 P.M. Diva presents Handpainted Scarf Demo with Rebecca Snure of Nectar Silks, original designs available onsite. 30 Market Space, 410-280-9195
1:00 – 5:00 P.M. Mill’s Free Champagne Tasting, 87 Main St., 410-263-2888
1:30 – 6:30 P.M. Take a Gondola Ride on Miss Anne: See Friday’s description.
2:00 P.M. Alpaca “Cake Pull” for Prizes. Register on site for this Peruvian Wedding Tradition. Enjoy Peruvian refreshments & wedding cake.206 Main St., 410-216-9898
2:00-2:30 P.M. Couples Fitness Challenge with Evolutions: Get your endorphins kickin’ and motivate each other to a sexier body….you both will enjoy! Meet your trainers and sweat with us! Free, 30 minute workouts in front of Zachary’s Jewelers at 100 Main Street!
2:00-4:00 P.M. Love Letter Experts offer free tutorial on the art of the Love Letter. The Annapolis Bookstore, 68 Maryland Ave., 410 280 2339
2:15-3:45 P.M FREE CONCERT at Susan B. Campbell Park at City Dock Ebb & Flo, Singer, songwriting duo that met, courted and married in Downtown Annapolis – come hear how their love translates in original songs!
3:00 P.M. Sleepless in Seattle: Free Movie at the Westin. Join us as we enjoy this classic romantic movie! Hotel Conference Room. 1 Park Place, 410-268-4690.
3:00 P.M. Paws Pet Boutique. Contest Winners Announced for “Love Lessons from your Pet.” 64 State Circle, 410-263-8683
3:00-5:00 P.M. Romantic Sail aboard the 74-foot, Schooner Woodwind on the Chesapeake Bay. See details from 4/17 cruise (12:30p.m.) 410-263-8994
4:00-10:00P.M. Romantic Carriage Rides at Market & Main Street. 410-267-6656.
4:00-6:00 P.M. Love Songs on Demand: On-the -spot custom composed love song. Call in advance to reserve. The Annapolis Bookstore, 68 Maryland Ave., 410 280 2339
4:00-7:00 P.M. Cut-a-thon & Beauty on Demand for Singles & Lovers to celebrate Earth Day Varuna Salon, 1 Park Place. Organic wine tasting, food & more. Call to schedule. 410-268-2828
4:00-5:30 P.M FREE CONCERT at Susan B. Campbell Park at City Dock: Mystyk Harbour, fall in love as the sun goes down at City Dock!
5:00 P.M. Loveliest Dog Photo Contest Winners, The Black Dog, 117 Main St., 410-263-4771
5:00 -7:00P.M. Meet your New Crush at the Crush Winehouse Speed Dating-Wine Tasting Event: 114 West Street. $30 Ticket (50% to benefit American Heart Association). Complimentary Valet Parking at Loew’s next door. Door prizes & fun. 15 men & 15 women. 114 West St. Call to play 410-216-9444.
6:00-8:00 P.M. Love Poem: Hire a in-store troubadour to woo on your behalf
The Annapolis Bookstore, 68 Maryland Ave., 410 280 2339
9:00 P.M. – 12:00 A.M. Ramshead Tavern “Love Stinks Party” with Drink Specials and Music from “Sweet Leda” 33 West St., 410-268-4545
Acme Bar & Grill, Drink Specials, 163 Main St. 410-280-6486
Annebeths – Pick up your picnic for 2! 75 Maryland Ave, call in advance: 410-990-9700
Art Lovers Love Annapolis/ McBride Gallery (215 Main St.) & 20 participating galleries in Annapolis. 410-267-7077
Azure Lounge in the Westin: Romantic menu at a special price for all couples, 1 Park Place, 410-268-4690.
Be…Home - $25 gift card to all purchases over $100, 80 Maryland Ave, 410-280-8616
Blanca Flor Silver Jewelry – discounts 34 Market Space, 410-268-7666.
Carpaccio – Free appetizer with purchase, 1 Park Place, 410-268-8646
Casa Nova – free gift with purchase, $300 gift certificate raffle onsite.161 Main St., 410-280-8840
Evolutions – specials on massage, facial & fitness training, 1834 George Ave, 410-224-7220
Fado Irish Pub: special fixed menu , 1 Park Place, 410-626-0069
Federal House – Lobster Lovers Dinner (while supplies last) at a pre-fixed cost of $50 per couple. Dinner will include 2 – 1 1/4- 1 1/2 lb lobsters served with rice and vegetables, 1 dessert of their choice & 2 glasses of champagne. 22 Market Space, 410-268-2576
Felix Charter – special cruise for couples 443-822-9153
Galway Bay – special fixed menu $27.99 pp includes selected appetizer & dessert, entrée choice.
Heurosam – 10% off all items. Heart jewelry available. 47 Maryland Ave. 410-990-1992
Historic Annapolis Foundation – 2 for 1 admission at William Paca House & Garden plus museum discounts! 410-990-4708.
Laurance Clothing – gift with purchase, 232 Main St, 410-263-1175
Lilac Bijoux – Cookies & giveaways, 145 Main St, 410-263-3309
Madison Boutique – 15% off new spring clothing, 181 Main St., 410-295-7878
Maria’s Ristorante – free appetizer w/ purchase, special menu, 12 Market Space, 410-268-2112.
Reynolds Tavern – special romantic dinner package $55 per couple to include 1 appetizer, 2 entrée, 1 dessert. Complimentary glass of champagne offered to all afternoon tea guests., 7 Church Circle, 410-295-9555.
Varuna Spa – Chocolate pedicure, couples massage & giveaways, 1 Park Place 410-268-2828
Woodcraft Artisans – Handcarved Lovers on Display, 155 Main St., 410-280-0008
York Flowers – flower specials, 50 State Circle, 410-268-3341
Transportation & Parking:
ECruisers free shuttle service around town, call 443-497-4769.
Free Shuttle from Naval Stadium
Park Place offering 1.25/hr or $10 daily rates.
Your “Annapolis in Love” t-shirts for $10.00 available at the following locations: Peppers, Paradigm, Diva, Madison Boutique. All proceeds to benefit the American Heart Association
Special packages & rates at the following locations: Amtrak, Country Inn & Suites, Annapolis Marriott Waterfront Hotel, Annapolis Royal Folly, The Gatehouse B&B, Georgian House, Historic Inns of Annapolis, O’Callaghan Hotel, The Westin Annapolis, Hampton Inn Suites & Harbor View Inn.
The Downtown Annapolis Partnership
The Capital Gazette
WRNR
What’s Up Magazine
Homestead Gardens
Peppers
AAACVB
Chamber of Commerce
ABA
The Gatehouse
The Westin Hotel
The City of Annapolis
Kilwin’s
Heather Crowder Photography