Your Week of Dining in Rehoboth Beach: A Day-by-Day Guide to Restaurant Specials
Last spring, a couple checked in with one question: “Where should we eat this week?” By Friday, they’d discovered Monday burger night, Wednesday oysters at $1 each, and Thursday curry that became their new tradition. They left with restaurant napkins covered in notes and plans to return.
Here’s what we’ve learned after years of guiding guests: Rehoboth Beach restaurants reward the planners. Nearly every spot runs weekly specials, and knowing which night offers what deal turns a good trip into a great one. Whether you’re here for a long weekend or a full week – with your pup along for the adventure – this guide breaks down the best dining deals from Monday to Sunday.
How to Use This Guide
Restaurant specials in Rehoboth aren’t just happy hour drinks. Most feature full entrees at reduced prices, multi-course deals, or BOGO offers. Timing matters – some run all day, others start at 4 p.m. We’ve organized this by day and flagged dog-friendly patios (๐พ) where your furry companion can join you. Always call ahead to confirm specials, especially during slower seasons.
Early Week: Monday Through Wednesday
The early week brings comfort food deals and Italian favorites. Monday is burger night across town, Tuesday leans into pasta and tacos, and Wednesday belongs to oyster lovers.
| MONDAY – Comfort Food & Fresh Starts | |||
|---|---|---|---|
| Restaurant | Special | Price | Notes |
| Arena’s Pub | Burger Night | $5 | 5 p.m. to close, best deal in town |
| Downtown Blues | Build-Your-Own Burger | $8 | Relaxed bar vibe, full control |
| 302 Local | Burger + Bourbon Specials | $11 | Elevated quality, worth the upgrade |
| Fin’s (Both Locations) | Pasta Night + ยฝ Price Wine | Varies | Strong play for couples |
| Big Fish Grill | Crab Night | $29.95 | 4-9 p.m., 1 lb legs or entrรฉe |
| Touch of Italy | Chicken / Eggplant Parm | $19.99 / $16.99 | Classic Italian comfort |
| Bluecoast | Crabcake Night | $26 | Quality seafood deal |
| Purple Parrot ๐พ | Burgers + Drafts | $12.75 + $3 | Dog-friendly patio |
| TUESDAY – Pasta, Tacos & Wine Pours | |||
|---|---|---|---|
| Restaurant | Special | Price | Notes |
| Big Fish Grill | 3-Course Pasta + ยฝ Price Wine | $25.95 | Water view dining, Italian feast |
| DiFebo’s | Tuscan Tuesday 3-Course + BOGO 50% | $26 | Early bird 4:30-5:30 p.m. |
| Ava’s Pizzeria | Glass Pour (Entrรฉe + Wine) | $25 | No bottle commitment needed |
| Downtown Blues | Tacos & Tequila | Varies | Laid-back bar scene |
| Conch Island | Tacos & Tequila | Varies | Beach-shack energy |
| Drift Seafood & Raw Bar | Pasta Night (3 Choices) | Under $25 | Seafood-forward options |
| Crust & Craft | ยฝ Price Pizza | Varies | Easy beach-trip dinner |
| Aqua Bar & Grill | Margaritas + Taco Platters | $8 + $14 | Deal without full tequila commitment |
| Cafe Azafran ๐พ | Tapas Menu Specials | Varies | Lovely patio, quieter vibe |
| WEDNESDAY – Oysters, Wine & Midweek Momentum | |||
|---|---|---|---|
| Restaurant | Special | Price | Notes |
| Fin’s | $1 Oyster Night | $1 each | Arrive early – very popular |
| Chesapeake & Maine | Crab Cake Night | $10 | Worth planning evening around |
| Ava’s | ยฝ Off Wine Bottles | Varies | Full wine list available |
| DiFebo’s | Wino Wednesday | $5 glass / $20 bottle | Italian menu pairing |
| Big Fish Grill | 2-Course Lobster Dinner | $37.95 | Splurge-worthy, $15 less than usual |
| Bluecoast | 25% Off Entire Check | 25% off | Rare full-menu discount |
| Sirocco | Buy 1 Main, Get 1 Free | BOGO | Great for couples sampling menu |
| Blue Hen / Sazio | ยฝ Price Parm / Chicken Parm | Varies / $19 | Red sauce comfort without gourmet price |
| Eden ๐พ | 3-Course Prix Fixe + ยฝ Price Wine | $45 | Upscale patio, special evening |
Midweek Through Weekend: Thursday to Sunday
Thursday brings date night packages and curry cravings. Friday kicks off the weekend with prime rib and fresh fish. Saturday and Sunday offer fewer specials but solid brunch and lobster deals.
| THURSDAY – Date Night & Curry Dreams | |||
|---|---|---|---|
| Restaurant | Special | Price | Notes |
| Ava’s | Date Night (2 Entrรฉes + Dessert + Prosecco) | $49 | Pre-set menu, great value |
| DiFebo’s | Date Night (2 Salads, 2 Entrรฉes, 1 Dessert) | $54 | Full menu choice, flexible |
| Theo’s Steaks | Chateaubriand + Pinot Noir | $69 | High-end splurge night |
| Drift | Oyster Night | $1.50 each | If you missed Wednesday |
| Chesapeake & Maine | ยฝ Off Cocktails + Double Points | ยฝ off | Loyalty program perk |
| Bodhi Kitchen | Curry Night | $15 | Generous portions, cult following |
| Touch of Italy | 50% Off Pizza | ยฝ off | Simple pizza night |
| Arena’s Pub | Wing Night | $5 | 5 p.m. to close |
| Blue Hen | Pizza Night | Varies | Casual comfort |
| 302 Local ๐พ | 25% Off Food Menu | 25% off | Patio, family-friendly |
| FRIDAY – Prime Rib, Fresh Fish & Weekend Energy | |||
|---|---|---|---|
| Restaurant | Special | Price | Notes |
| Fin’s | Prime Rib + $10 Martinis | Varies | Classic pairing, draws crowds |
| Rigby’s | Prime Rib Night | $23.75 | Solid Friday tradition |
| Maui | 12 oz Prime Rib + 2 Sides | $23.75 | Generous portion |
| Chesapeake & Maine | $1 Oyster Night | $1 each | Yes, two oyster nights per week |
| Drift | Lobster French Toast | $39 | Signature dish, indulgent |
| Downtown Blues | Crabcake Night | $12-$24 | Size and sides dependent |
| Big Fish / Bluecoast / Crust & Craft | ยฝ Price Wine Bottles | ยฝ off | Three solid wine options |
| Sazio | BOGO ยฝ Off Pizzas + Wine | ยฝ off + $8 | Great for groups or families |
| Purple Parrot ๐พ | Fish Tacos + Margaritas | $10 + $7 | Outdoor seating, casual Friday |
| SATURDAY – Brunch, Schnitzel & Prime Hours | |||
|---|---|---|---|
| Restaurant | Special | Price | Notes |
| Chesapeake & Maine | Surf & Turf | $25 | From 2 p.m., early dinner option |
| Purple Parrot | Schnitzel + Fries + German Beers | $14.75 + $6 | Loyal Saturday following |
| Maui | 2 ร 4oz Lump Crab Cakes + Side | $16.75 | Reasonable for Saturday pricing |
| Saturday strategy: Book reservations early or embrace late seating after 8 p.m. Most specials run weekdays. | |||
| SUNDAY – Lobster, Brunch & Prime Rib | |||
|---|---|---|---|
| Restaurant | Special | Price | Notes |
| Chesapeake & Maine | $15 Lobsters + Brunch | $15 | 11 a.m.-2 p.m., best Sunday deal |
| Fin’s | Fish Board + Extended Happy Hour | Varies | 3 p.m.-close, HH 11 a.m.-6 p.m. |
| Conch Island | Seafood Sundays | Varies | Rotating specials weekly |
| Purple Parrot | Prime Rib Dinner + Wine | $18.75 + $5 | Close the weekend right |
| Ava’s / DiFebo’s | All-Night HH / Parmesan Night | Varies / $24 | DiFebo’s includes pasta + salad |
| Sunday vibe: Expect more families, more dogs on patios, and a relaxed punctuation to the weekend. | |||
Quick Planning Tips
After guiding hundreds of guests through Rehoboth’s dining scene, here’s what works: Pick two or three specials that genuinely excite you – lock those in. Leave other nights flexible for spontaneous discoveries or the spot you’ve been eyeing on your beach walks.
Smart moves: Make Friday and Saturday reservations even at casual spots. Call ahead to confirm specials during slower seasons. If you’re traveling with your dog, outdoor seating availability changes with weather – have a backup plan.
The best dining weeks? They mix structure with spontaneity. Maybe that’s Monday burgers, Wednesday oysters, and Thursday curry as your anchors. Or prime rib Friday and casual pizza Tuesday. Trust your cravings, follow the deals that sound good, and always save room for boardwalk ice cream.
Make It Your Week
The couple from last spring? They’ve been back twice, each time with a marked-up copy of their favorite spots and notes about which nights to go. They’ve added new places, dropped a few that didn’t stick, and somehow always end up at Fin’s on Wednesday for oysters.
That’s the thing about Rehoboth dining – it rewards repeat visits. You learn which bartender makes the best martini, which table catches the sunset, and which night of the week feels like yours. The specials are just the entry point.
When you’re ready to plan your week of dining out and sleeping in at a place that’s walking distance to all of it, we’re here. Your room’s ready, your dog is welcome, and the restaurant reservations are yours to make. All you have to decide is whether you’re starting the week with burgers or pasta.
