Itinerary Planner – Couples

Things to Do in Delray Beach for Couples

Day 1

Caffe Luna Rosa – When fine Italian dining by the Atlantic Ocean is your desire, there’s only one Caffe Luna Rosa.  Dine outdoors or in, you’ll feel the ocean breeze, experience beachfront dining like nowhere else.  Wine Spectator award of excellence along with voted #1 restaurant 2 years in a row, and TripAdvisor certificate of excellence.

Beach Day – With 2 miles of pearly white soft sand, you’ll find the magic spot to spend time at the ocean.  Rent lounge chairs and umbrellas, Hobie Cat sailboats, Jet Skis and more.

Ocean Sand Bar – Oceanfront Tiki Bar you can enjoy in your swim clothes. Fuses the appeal of a relaxing beachside bar with a high energy nightclub, Sand Bar is a chillaxin vibrant yet laid back destination. Unmatched ocean views.


Boston’s on the Beach – 35 years going, Boston’s offers breathtaking oceanfront views, authentic New England casual dining, live music, sports games all in a family friendly, fun atmosphere.

Late Night

Salt 7 – Revel in the nightlife at Salt 7, on the “Av”. Trendy, upscale atmosphere with exquisite gourmet bites and premium cocktails.  Dinner, brunch, and happy hour(s).

Day 2

Green Owl – Located in the center of town, The Green Owl is your breakfast all day destination.  They serve lunch as well, everything cooked to order, this is the local spot for simple food at low prices, starting at $5.50 for eggs, bacon and toast. CASH ONLY, please note.

Pool Day – Relax.  Chill out, catch some “Del Rays” and enjoy the Village by the Sea.

Deck 84 – With unobstructed intracoastal views, come to Deck 84 by bike, boat or barefoot. Casual waterfront dining and a top 100 Al Fresco dining designation, enjoy fresh local seafood along with refreshing outdoor bar beverages. 

Delray Yacht Cruises – Since 2003, DYC offers intracoastal narrated tours past exquisite mansions, wildlife and marine life, and memorable food and drink.  In season, 10:30 and 1:30 departures with select evening cruises on the weekends.  Call early to book, this popular yacht cruise always sells out. 

Meso Beach House – Serving authentic Mediterranean fare, Meso Beach House provides happy hour and dinner in a rustic, modern, trendy environment.  It’s the modern spin on the melting pot of Mediterranean delicacies.  International wine list to boot.


Elisabetta – A Diner’s Choice 2020 winner, Elisabetta provides “common Italian dishes” with the freshest ingredient, crafted by hand.

Vic and Angelo – Nestled alongside the railroad tracks, V & Angelo’s pays homage to authentic culinary traditions of Italy.  Fresh Italian ingredients with New York water imported for the pizza dough.

Tramonti Ristorante Italiano –  In the heart of Delray is a dining establishment that offers unparalleled service, sophisticated ambience, elegant décor and culinary excellence. The owners say, “We are not satisfied unless your evening with us remains a memorable experience”  Lunch. Dinner. Call for reservations.

For music and dancing

Tin Roof –  A LIVE music joint.  Tasty food, fun and eclectic. Tin Roof is a place for musicians to hang out between live performances.  Come for the tunes, the food, the drink or just a good time.  “Where Everybody is Somebody” 

Sloan’s – Indulgence is Sweet.  Enjoy an after-dinner ice cream utopia for the young and the young at heart. 

Late Night

Honey – It’s time for some nightlife.  Honey at the top of the Av is your late night destination for dancing.

Day 3


Shop Pineapple grove

Delray Market

Spa Day

Rosewater HH and dinner

Johnny B music and dance


Farmhouse for breakfast

Shop Ave

City Oyster

Art Trail

HH Ember Grill

Dinner Avalon

Throw Social Music and fun

Bona Bona Ice c

Day 5

Boeheme Bistro


Batch Pub HH

Agency Dinner

Paragon Movie


Day 6

Seagate for breakfast

Bike rental

Farmhouse for lunch

Putt putt

HH Sundy House

Dinner Cut 432

Arts Garage


Day 7

Carmela Coffee

Water Sports Day

Drift for lunch

Brulee for Happy Hour

Roses Daughter Dinner

WineRoom for wine tastings

GelatoAnd more