Winter in Coastal Delaware might be quiet, but Valentine’s Weekend brings plenty of reasons to get out and enjoy it. 

From cozy brewery events and boardwalk 5K traditions to special brunches and thoughtfully planned dinners, there’s a lot happening across the area. 

Check out our selection of events and places to go around Coastal Delaware during Valentine’s Day weekend: 

Valentine’s Day Weekend Events to Check Out

Galentine's Day Party at Salted Vines

Valentine’s celebrations are not only for couples, and this lively Galentine gathering proves that friendships deserve their own spotlight. 

This festive experience invites people to celebrate the season of love by raising a glass with friends, exploring local creativity, and enjoying an evening filled with warmth, flavor, and connection.

You can enjoy specialty wine selections crafted to match the spirit of Valentine celebrations, including unique seasonal flavors that add a playful and indulgent touch to the experience. 

The tasting space comes alive with a carefully selected lineup of local vendors offering handmade goods, boutique fashion, candles, pottery, baked treats, and thoughtful gifts that feel perfect for celebrating friendship or treating yourself.

Live music adds an energetic and welcoming vibe while delicious food options help round out the evening. 

The entire event is designed to encourage guests to slow down, enjoy good company, and celebrate the love shared between friends. 

• Date: Thursday, February 12th
• Address: 32512 Blackwater Road, Frankford
• Hours: From 4pm to 7pm

Milton Brewery Love at First Draft Book Fair with Browseabout Books

This Valentine’s Day themed book fair brings together great beer and even better stories at Milton Brewery. 

Browse a curated pop-up selection of romance novels, rom-com favorites, and heartfelt reads while sipping on your favorite Dogfish Head brews. 

The vibe is cozy, relaxed, and perfect for discovering a new book you will actually fall in love with. 

Whether you go with a partner, friends, or just your own curiosity, it is an easygoing night that makes browsing shelves feel extra magical.

• Date: Friday, February 13th
• Address: 6 Cannery Village Center, Milton
• Hours: From 4pm to 8:30pm

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Valentine's Day Brunch at Chesapeake & Maine

Valentine’s Day brunch at Chesapeake and Maine is all about indulgence and sharing something delicious with someone you love. 

The menu leans seafood forward with creative takes on brunch classics that feel both elevated and comforting. 

Pair your meal with a signature brunch cocktail and settle in for a slow, satisfying experience in Rehoboth Beach. 

It works just as well for a romantic date as it does for a fun catch up with friends. Reservations are encouraged.

• Date: Saturday, February 14th
• Address: 316 Rehoboth Avenue, Rehoboth Beach
• Hours: From 11am to 2pm
• Reserve your table here

4th Lovers Lane Valentines Boardwalk 5k

The Lovers Lane Valentine’s Boardwalk 5K is a fun, feel-good way to celebrate Valentine’s Day with a little movement, fresh ocean air, and community spirit. 

Hosted by the Seashore Striders, the race takes place at the Rehoboth Beach Bandstand and features a scenic out-and-back course along the boardwalk, heading north toward Gordon’s Pond in Cape Henlopen State Park.

The event welcomes both runners and walkers, making it easy to enjoy with a partner, friends, or family. 

Many people treat it as a Valentine’s tradition, dressing up in red, pink, and Valentine’s-themed outfits, with playful awards given out, including prizes for the best Cupid-inspired looks. 

Families will also love the free kids’ Cupid Run, a short boardwalk dash that starts at 9:50 am, with young runners cheered on by the 5K crowd. 

Pre-registered participants receive long-sleeve race shirts, and post-race refreshments often include bagels, chocolate, and snacks.

Between the ocean views, festive vibe, and welcoming pace, this event is a great way to kick off Valentine’s Day with something active, lighthearted, and local..

• Date: Saturday, February 14th
• Address: 1 Rehoboth Avenue, Rehoboth Beach
• Hours: Starts at 10am (Kids dash at 9:50am)
• Cost: $30 (until February 8th); $35 (from February 9th to 13th); $40 (on February 14th) 

Love Notes to Yourself at Hammer & Stain Lower Delaware

Love Notes to Yourself is a heartfelt creative experience designed to help guests slow down, reconnect with themselves, and celebrate self love in a meaningful and artistic way. 

This cozy Galentine inspired workshop invites participants to paint a bold canvas featuring either a heart or lips design, surrounded by vibrant sunburst colors that radiate warmth and positivity. 

The guided instruction makes the experience approachable and fun whether someone considers themselves artistic or is simply looking to try something new.

As the artwork begins to come together, guests add handwritten affirmations that reflect personal strength, goals, and uplifting reminders. 

The creative process continues with sparkling embellishments, including rhinestones, gems, and decorative accents that transform each canvas into a truly one of a kind keepsake. 

Every detail encourages personal expression and allows guests to tell their story through art.

The atmosphere is intentionally welcoming and social, making it easy for friends to bond while creating together or for solo guests to feel comfortable connecting with others..

• Date: Saturday, February 14th
• Address: 18388 Coastal Highway #8, Lewes
• Hours: From 1pm to 2:30pm
• Cost: $35 (if available, the code is EARLYBIRD5); $40 (regular price)

Love Stinks, Let's Drink Party at Big Chill Surf Cantina

Not everyone wants candlelight and romance for Valentine’s, and this party proudly celebrates that. 

Love Stinks, Let’s Drink is all about embracing single life, laughing about dating disasters, and having an unforgettable night out with friends who are right there with you.

The night is packed with music and dancing, starting with live entertainment that sets a fun and energetic mood before shifting into a dance party where you can fully let loose.

The drink menu leans into festive and playful flavors that match the Valentine’s theme while a digital photo booth gives you the chance to snap silly, fun, and memory making photos with friends. 

One of the crowd favorite activities lets you symbolically say goodbye to past relationships in a funny and surprisingly satisfying way. 

It is a perfect reminder that Valentine’s can be about freedom, and celebrating exactly where you are in life.

• Date: Saturday, February 14th
• Address: 19406 Coastal Highway, Rehoboth Beach
• Hours: Starts at 7pm

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Rehoboth/Dewey Beach Chamber of Commerce Merchants' Attic

The Merchants’ Attic is a treasure hunt that makes Valentine’s Day weekend feel a little more adventurous. 

At this state’s largest indoor garage sale, shoppers can explore a wide variety of vendors offering everything from handmade items to antiques and unique finds. 

It is a great place to score a one of a kind gift or just enjoy browsing all-together. Up to 100 vendors are looking forward to seeing you!

The atmosphere is lively, social, and full of surprises around every corner, so even if you are not shopping for someone special, it is a fun way to spend the day.

• Date: Saturday, February 14th
• Location: Cape Henlopen High School
• Hours: From 10am to 3pm
• Donations will be accepted at entry for the benefit of the Chamber Event Fund

Parents' Night Out at Georgetown Campus

Valentine’s season is often one of the few times parents try to plan a night to themselves, and this event makes that possible while giving kids a fun night of their own. 

Parents’ Night Out gives children a chance to enjoy an evening filled with animals, crafts, and activities while parents step away to relax, reconnect, or enjoy a quiet dinner together.

Kids get to spend time cuddling and interacting with adoptable animals, which is usually the highlight of the night. 

They also take part in animal themed crafts, learn fun and surprising facts about pets and wildlife, and wind down with a movie that keeps the animal theme going. 

Parents get time to recharge while kids enjoy an exciting night filled with animals, creativity, and new friendships.

• Date: Saturday, February 14th
• Address: 22918 Dupont Boulevard, Georgetown
• Hours: From 4pm to 8pm
• Cost: $50

Mead & Chocolate Pairing at Brimming Horn Meadery

Chocolate and sweet drinks are basically Valentine’s staples, and this tasting brings them together in a way that feels cozy, indulgent, and a little bit romantic. 

This pairing focuses on handcrafted meads matched with rich chocolate truffles, creating combinations that highlight the flavors of both in a really unique way.

Each pairing is meant to be savored slowly, making it a great option for couples looking for something different, friends wanting to celebrate together, or anyone who simply loves chocolate and trying new drinks. 

Live music with Bryan Scar adds an extra layer of charm and makes the whole setting feel warm and inviting. 

• Date: Saturday, February 14th
• Address: 106 Spring Street, Seaford
• Hours: From 12pm to 10pm

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Nassau Valley Tour & Tasting

If you want a Valentine’s weekend plan that feels laid-back but still special, this winery visit is a really fun option. 

It is perfect if you want something that gives you time to talk, wander around together, and enjoy good wine without feeling rushed or overly fancy.

The self guided tour lets you explore the winery at your own pace, which honestly makes it feel more relaxed and personal. 

As you walk through, you will learn some really interesting and unexpected facts about wine and how it has been part of human history for thousands of years. 

There are displays filled with photos, artwork, and cool pieces that show how wine has evolved over time and how grapes are grown and turned into wine today. 

It feels more like strolling through a small museum than a typical winery tour, which makes it easy to enjoy even if you do not know much about wine.

There is also an art gallery space that features work from local artists, which adds a creative and romantic touch while you walk through. 

It gives you something extra to look at and talk about while you explore together.

After checking out the tour, you can keep the Valentine’s vibe going with a wine tasting where you get to try a variety of wines and even take home the tasting glass as a little souvenir.

• Date: Various
• Address: 32165 Winery Way, Lewes
• Hours: Tuesday through Sunday from 11am to 5pm.
• Cost: Tour (free); Tasting ($15)

Valentine’s Day Dining You’ll Love

Harvest Tide Steakhouse

Harvest Tide Steakhouse is a solid choice for Valentine’s weekend if you’re in the mood for a classic, cozy dinner that still feels special. 

The menu focuses on dry-aged prime steaks, fresh seafood, and local ingredients, all done really well, without feeling overcomplicated. 

Add in good cocktails, local draft beers, and a well-rounded wine list, and it’s an easy place to settle in and enjoy the night.

To kick things off early, they’re hosting Bold Love & Fine Wine on Thursday, February 12th, a four-course Orin Swift pairing dinner made for wine lovers and couples who enjoy bold flavors. 

Each course is designed to match the richness and personality of Orin Swift’s wines, making this one of their more elevated dining experiences. Dinner starts at 6:30pm, and it’s $100 per person.

If a pairing dinner isn’t your thing, Harvest Tide is also open for Valentine’s Day dinner, so you can still plan a relaxed, memorable night out anytime through the weekend.

• Date: February 12th to 15th
• Address: 410 E Savannah Road, Lewes

Spirit Dinner: Thrasher’s Rum at The Federal

If you are looking for a Valentine’s season night out that feels unique, cozy, and a little elevated, this rum focused dinner is a great way to switch things up from the typical dinner date. 

The evening is built around amazing food, creative cocktails, and the stories behind the spirits, making it feel interactive and memorable from start to finish.

The dinner is part of a special series that pairs craft distilleries with a thoughtfully designed multi course menu created by James Beard–nominated Chef Todd Gray. 

The menu brings together bold and comforting flavors, starting with a rich black bean soup topped with bright and tangy accents that balance each bite. 

The next course features fresh red snapper with tropical inspired flavors that feel light but still satisfying. 

The main course moves into something heartier with beautifully prepared duck served with comforting sides and rich sauce that feels perfect for a Valentine’s celebration. 

The night wraps up with a sweet coconut cake paired with fruity and refreshing flavors that give the evening a fun and indulgent finish.

Throughout the dinner, you also get to hear stories and insights from the people behind the rum, which adds a personal and relaxed feel to the night.

• Date: Friday, February 13th
• Address: 62A Rehoboth Avenue, Rehoboth Beach
• Hours: Starts at 7pm 
• Cost: $105

Wine Dinner at Fish On Supporting SODEL Cares

The Valentine’s Day wine dinner at Fish On is a great option if you like the idea of turning dinner into a full experience rather than just a reservation. 

The night features a thoughtfully planned multi-course menu paired with wines meant to be enjoyed slowly, course by course, in a relaxed, intimate setting, all while supporting SoDel Cares.

The evening begins with seared scallops served with shaved Brussels sprouts and citrus butter, paired with an A to Z Wineworks Chardonnay from Oregon. 

From there, the menu moves into a roasted beet salad with frisée, guanciale, and crispy shallots, matched with an A to Z Pinot Noir. 

The third course features a rich wild boar meatball with cherry gastrique, crushed walnuts, and blue cheese, paired with a Northstar Merlot from Columbia Valley.

For the main course, guests will enjoy pepper-crusted ahi tuna alongside ancient grains, roasted winter vegetables, and fennel soubise, paired with Spring Valley Vineyards’ Nina Lee Syrah. 

Dessert wraps up the night with a lemon bundt cake topped with cream cheese whip and white chocolate, served with an A to Z Wineworks Riesling.

It’s romantic without feeling stuffy, memorable without being over-the-top, and ideal for couples who want something a little different for Valentine’s Day while supporting a great cause.

• Date: Saturday, February 14th
• Address: 17300 North Village Main Boulevard, Lewes
• Hours: From 6pm to 9pm
• Cost: $114

Chesapeake & Maine

Chesapeake & Maine makes Valentine’s dinner all about sharing food, savoring flavors, and enjoying each other’s company. 

The menu is filled with options meant to be split, from appetizers like crab dip, fried artichoke hearts, crab wontons, beef tenderloin skewers, and a seafood quesadilla with lobster and crab. 

It also includes shareable entrees like crab cakes, lobster rolls, lobster carbonara, short rib tortellini, and braised pork chop with parmesan grits.

Dessert is designed for two, with choices like Smith Island Cake, crème brûlée, cheesecake, or a dessert-for-two assortment. 

Creative cocktails such as Lucy in the Sky with Diamonds and Garden of Eden add a playful, celebratory touch. 

With its warm, lively vibe, this dinner is romantic, festive, and perfect for couples looking to enjoy a Valentine’s night full of flavor and connection.

• Date: Saturday, February 14th
• Address: 316 Rehoboth Avenue, Rehoboth Beach
• Hours: Starts at 2pm
• Reserve your table

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Bodhi Kitchen

Bodhi Kitchen puts a fun spin on Valentine’s Day with its Dumpling Date Night, perfect for couples who love sharing great food. 

The night features a special dumpling dim sum spread, with a variety of freshly made, steaming dumplings designed to be passed around and enjoyed together.

The atmosphere is casual, playful, and flirty without being over the top, ideal for couples who want something different from the usual sit-down dinner. 

Whether you’re already a dim sum fan or just looking to try something new, Dumpling Date Night makes celebrating love through food easy, interactive, and memorable. 

• Date: Saturday, February 14th
• Hours: From 5pm to 10pm
• Address: 10 N 1st Street, Rehoboth Beach

Heirloom

Heirloom in Lewes offers a charming, intimate dining experience that makes any night feel special. 

Housed in a Victorian white house with red shutters and recognized by the James Beard Mid-Atlantic Awards, the restaurant turns local, seasonal ingredients into beautifully crafted, flavorful plates.

The February menu features options perfect for sharing: French Onion Soup, Baby Red Romaine "Caesar" Salad, Steak Tartare, Winter Grain Salad, House-Stretched Burrata, and Kennett Square Mushroom Scrapple. 

Entrées range from Rotolo Pasta and Pan-Seared Filet of Beef to Shrimp & Grits, Cornmeal Fried Flounder, and Pan-Roasted Amish Chicken, with shareable sides like Mushroom Mix and Roasted Beets.

While Valentine’s Day is fully booked, Heirloom is open on Friday the 13th, making it a perfect choice for a romantic, memorable night during Valentine’s weekend.

• Date: Friday, February 13th
• Address: 316 Rehoboth Avenue, Rehoboth Beach

Eden

Eden in Rehoboth Beach has been a destination for fine dining and romance for over two decades. 

With a reputation for innovative cuisine, creative cocktails, and an award-winning wine list, it’s easy to see why Delaware Today calls it the “Most Romantic Atmosphere.” 

The elegant setting and attentive service make it a perfect choice for a special evening with someone you love. 

Valentine’s Day is also fully booked, but you can still celebrate on Friday the 13th.

• Date: Friday, February 13th
• Address: 20200 Coastal Highway, Rehoboth Beach

Drift Seafood & Raw Bar

Drift Seafood & Raw Bar brings the freshest local seafood and a refined, intimate atmosphere to Rehoboth Beach. 

With a carefully curated raw bar, seasonal dishes, and a thoughtful beverage program, every visit feels like a special occasion. 

The menu changes daily to highlight the best ingredients from the region, making each dinner a unique experience. 

While Valentine’s Day itself is unavailable, you can still enjoy a special dinner on Friday the 13th or Sunday the 15th.

• Date: February 13th or 15th
• Address: 316 Rehoboth Avenue, Rehoboth Beach

Drift Seafood & Raw Bar

Hotels for a Perfect Valentine’s Day Getaway

Atlantic Sands Hotel

If waking up to ocean views and falling asleep to the sound of waves sounds like your ideal Valentine’s weekend, Atlantic Sands Hotel delivers exactly that. 

Located right on the Rehoboth Beach boardwalk, this oceanfront hotel puts you steps from the sand and just minutes from the charm of Rehoboth Avenue’s boutiques, cafés, and restaurants. 

The vibe there is relaxed and welcoming, with modern rooms, convenient in-room amenities, and an outdoor pool that makes it easy to unwind together.

For couples planning a winter getaway, Atlantic Sands is offering a Stay & Save This Winter deal that makes a romantic escape even more tempting. 

Guests can save 20% when staying two nights or 30% when staying three nights, available Sundays through Thursdays in January and February 2026. 

Even better, a full breakfast is included each morning, giving you a cozy start to your day before exploring downtown Rehoboth.

• Address: 1 Baltimore Avenue, Rehoboth Beach
• Contact: (302) 227-2511

Dogfish Inn

Tucked along the Lewes-Rehoboth Canal, Dogfish Inn is a standout choice for couples looking for something a little different. 

With just 16 thoughtfully designed rooms, this off-centered basecamp blends laid-back comfort with Dogfish Head’s signature creativity. 

The setting feels intimate and personal, perfect for couples who enjoy unique experiences, craft culture, and being close to the outdoors.

What really makes Dogfish Inn shine for Valentine’s weekend is the option to customize your stay with thoughtful add-ons, especially the Off-Centered Occasion bundle. 

Designed for anniversaries, birthdays, or romantic getaways, this curated package includes a flower arrangement, a chocolate assortment, two Dogfish Head glass tumblers, a s’mores kit, and even an optional personalized message displayed on your guest room door.

To make the weekend even more memorable, couples can take a short walk to Heidi Lowe Gallery, where they can create custom jewelry together as part of a hands-on class. 

Between canal-side views, nearby bike trails, and personalized touches, Dogfish Inn is ideal for couples who want a Valentine’s experience that feels creative, cozy, and genuinely special.

• Address: 105 Savannah Road, Lewes
• Contact: (302) 644-8292; [email protected]

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Boardwalk Plaza Hotel

Boardwalk Plaza Hotel offers one of the most romantic settings in Rehoboth Beach, combining oceanfront views with elegant Victorian-style design. 

With 84 beautifully appointed guest rooms featuring antique furnishings blended with modern comforts, the hotel feels more like a grand seaside home than a traditional resort. 

A glass-enclosed ocean view elevator, fine dining at Victoria’s restaurant, and a heated indoor-outdoor spa pool add to the sense of timeless charm.

For Valentine’s Day, the hotel truly goes all out with its Victorian Valentine’s Package, a three-night getaway designed specifically for couples. 

The package includes champagne, chocolates, and keepsake champagne flutes waiting in your room upon arrival, along with a romantic Valentine’s dinner for two at Victoria’s overlooking the Atlantic Ocean. 

Guests also enjoy breakfast or Sunday brunch for two and a late checkout at 1pm, allowing you to savor every last moment of the weekend.

Availability depends on room type, so calling early is recommended to secure the best option for Valentine’s weekend.

• Address: 2 Olive Ave & the Boardwalk, Rehoboth Beach
• Contact: (800) 33-BEACH or (302) 227-7169; [email protected]

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