GOOD PLACES. BETTER TOGETHER. PALM BEACHES & SOUTH FLORIDA
Palm BeachDATE PLANS♡ Saved dates

OCTOBER–DECEMBER 2026 · SOUTH FLORIDA

Make room for
something good.

Food festivals, live music, Halloween nights, outdoor movies, and holiday lights. Find your reason to go out together.

Find your next outing ↓
An illustrative tropical evening with illuminated palms and lanterns

PUBLISHED DATES. PRACTICAL DETAILS.

This season, together.

CHECKED OCTOBER 13, 2026

This is an editorial calendar, not live ticket inventory. Confirm the organizer’s latest update before booking or traveling.

31 dated listings in this edition

Oct14Miami
HalloweenConfirmed date

Vizcaya Late: Spooky Edition with Books & Books

· 6:30–9:30 p.m. ET

A literary Halloween evening after dark, with seasonal art, stories and early cinema in a historic setting.

Vizcaya Museum & Gardens, 3251 S. Miami Avenue

Good to know

Register for the actual evening. This is an all-ages community event; check optional add-ons and current ticket availability before travelling.

Organizer details & tickets ↗ (opens a new tab)
Oct16West Palm Beach
Arts & musicConfirmed date

Art After Dark: Art, Open Studio & Live Music

· 5–10 p.m. ET

Start the weekend with galleries, a drop-in art session and music from Bianca Rosarrio and the Smooth Operators.

Norton Museum of Art

Good to know

Adult admission lists $10. The music is scheduled in the garden, so check weather and the final program. Parking is separate.

Organizer details & tickets ↗ (opens a new tab)
Oct16West Palm Beach
HalloweenConfirmed date

Costumes & Cocktails

· 8 p.m.–midnight ET

Pick a playful costume together and make a grown-up Halloween night of dancing, trick-or-treating, and a costume contest.

Yesteryear Village at the South Florida Fairgrounds

Good to know

Ages 21+. The organizer lists $35 advance or $40 at the gate, including one signature cocktail. Enter via Sansbury’s Way, Gate 3, then the Archway Gate.

Organizer details & tickets ↗ (opens a new tab)
Oct16Delray Beach
Arts & musicConfirmed date

Nicole Henry Returns

· 8–10 p.m. ET

A music-first Friday date with jazz and classic soul, leaving room for dinner in Pineapple Grove before the show.

Arts Garage, 94 NE 2nd Avenue

Good to know

Choose seats through the official event page. Arts Garage permits outside food, but all beverages must be purchased there; allow time for metered parking.

Organizer details & tickets ↗ (opens a new tab)
Oct21Jupiter
OutdoorsConfirmed date

Jupiter Lighthouse Sunset Tour

· 6:15–7:15 p.m. ET

Climb 105 steps for history, waterfront views, and the evening light.

Jupiter Inlet Lighthouse & Museum

Good to know

$25 per person; $20 for members. Arrive 15 minutes early. Weather dependent; tickets are nonrefundable, with rain rescheduling stated by the organizer.

Organizer details & tickets ↗ (opens a new tab)
Oct22West Palm Beach
HalloweenConfirmed date

Fright Nights: Thursday Scare Date

· 6–11 p.m. ET; haunted houses open at 7 p.m.

For couples who love a good scare, swap the usual evening out for haunted houses, scare zones, and midway fun.

South Florida Fairgrounds, Kubota AGZone

Good to know

General admission is listed at $48.50 with 40 Fright Credits; parking is $10. Expect sudden loud noises, strobes, and graphic scenes. Read the organizer’s suitability guidance before booking.

Organizer details & tickets ↗ (opens a new tab)
Oct25Miami
Classes & makingConfirmed date

Mi Masa Es Tu Masa: Heirloom Corn & Masa-Making Workshop

· 1–2 p.m. ET

Learn about heirloom corn and traditional masa-making together, then bring the inspiration back to your own kitchen.

Vizcaya Village, 3250 S. Miami Avenue

Good to know

The workshop is listed as free with registration. Check remaining spaces. This event is at Vizcaya Village, across the street from the museum estate.

Organizer details & tickets ↗ (opens a new tab)
Oct28West Palm Beach
TheaterConfirmed date

Dirty Dancing: The Musical

· Multiple afternoon and evening performances

A nostalgic theater date built around the stage adaptation of the film.

Kravis Center, Alexander W. Dreyfoos Concert Hall

Good to know

Choose your performance before booking dinner. Seat prices and start times vary; use the official ticket link.

Organizer details & tickets ↗ (opens a new tab)
Oct29West Palm Beach
HalloweenConfirmed date

Clematis by FRIGHT

· 6–9 p.m. ET

Waterfront live music from Uncle Morty’s Rhythm Cream and a playful community Halloween celebration.

Centennial Square & Great Lawn

Good to know

Free admission. This is a family-oriented outdoor event, with children's activities; expect an energetic atmosphere.

Organizer details & tickets ↗ (opens a new tab)
Oct31Fort Lauderdale
HalloweenConfirmed date

Bonnet House Halloween Fest

· 11 a.m.–4 p.m. ET

Dress up for a daytime garden outing with music, a costume runway, food vendors and seasonal activities.

Bonnet House Museum & Gardens, 900 N. Birch Road

Good to know

This is a family-friendly festival, with children and pets welcome in the event program. Check tickets and food purchases separately; plan for an outdoor afternoon.

Organizer details & tickets ↗ (opens a new tab)
Nov05Boca Raton
MarketsConfirmed date

Boca Night Market

· 6–9 p.m. ET

Browse local makers, artists, and treats, then choose a small surprise for each other.

Sanborn Square, 72 N. Federal Highway

Good to know

Bring a shopping budget. Purchases are extra, and vendor lineups can vary. The city page does not state an entry fee.

Organizer details & tickets ↗ (opens a new tab)
Nov06West Palm Beach
Arts & musicConfirmed date

Art After Dark: Jazz Friday / Subtropic Film Festival

· 5–10 p.m. ET

Independent short films, a filmmaker conversation, gallery tours, and live jazz offer several ways to share an evening.

Norton Museum of Art

Good to know

Adult admission is $10; parking extra. Film program: 6–7:30 p.m., with separate registration link. BStew Jazz Trio: 7:15–8 and 8:15–9 p.m. Tours have limited capacity.

Organizer details & tickets ↗ (opens a new tab)
Nov06West Palm Beach
Food & drinkConfirmed date

Dream Asia Festival: South Florida

· Nov. 6: 4–10 p.m.; Nov. 7–8: 10 a.m.–10 p.m. ET

Make a tasting adventure out of Asian food stalls, cultural performances, live music, and art and anime vendors. Each of you gets to choose the next stop.

South Florida Fairgrounds

Good to know

The venue lists general admission separately from the food vendors. Budget for purchases and check the current ticket price and performance schedule before going.

Organizer details & tickets ↗ (opens a new tab)
Nov07Delray Beach
Arts & musicConfirmed date

The Ladies of Simone

· 8–10 p.m. ET

Spend a Saturday evening with a live tribute to Nina Simone, pairing familiar songs with the atmosphere of an intimate concert venue.

Arts Garage, 94 NE 2nd Avenue

Good to know

Book the specific show and review seating. Food may be brought in; beverages must be purchased at the venue. Parking is separate.

Organizer details & tickets ↗ (opens a new tab)
Nov09West Palm Beach
Arts & musicConfirmed date

Wynonna Judd — The Hard Truth Tour

· 7 p.m. ET

Make Monday feel like a night away with a country concert from Wynonna Judd and opening act Troubadour Blue.

Kravis Center, Alexander W. Dreyfoos Concert Hall

Good to know

Buy through the official Kravis page and allow time for parking before the 7 p.m. start. Seat prices and availability vary; dinner is a separate reservation.

Organizer details & tickets ↗ (opens a new tab)
Nov10West Palm Beach
TheaterConfirmed date

Monty Python’s Spamalot

· Multiple performances; check official schedule

A musical-comedy outing for couples who like their theater nights with plenty of absurd humor.

Kravis Center, Alexander W. Dreyfoos Concert Hall

Good to know

Performance times and seat prices vary. Leave room between dinner and curtain time.

Organizer details & tickets ↗ (opens a new tab)
Nov21Boca Raton
Holiday lightsConfirmed date

Boca Holiday Tree Lighting

· 6–10 p.m. ET; tree lighting 7:30 p.m.

Live music, a holiday market, and a tree-lighting celebration start Boca's festive season.

Mizner Park Amphitheater

Good to know

Free celebration; purchases extra. Interior Plaza Real roads close at 5 p.m. Outside chairs are prohibited; rentals are offered.

Organizer details & tickets ↗ (opens a new tab)
Nov21Boca Raton
Food & drinkConfirmed date

Boca Raton Wine & Food Festival: Grand Tasting

· 5:30–10 p.m. ET

Make dinner an outdoor tasting adventure, with food from participating chefs and wine, beer and spirit tastings.

Sanborn Square Park, 72 N. Federal Highway

Good to know

Ages 21+ with valid ID. The organizer lists nonrefundable, rain-or-shine tickets; vendors can change. Confirm the correct admission option and arrange your ride home.

Organizer details & tickets ↗ (opens a new tab)
Nov27West Palm Beach
TheaterConfirmed date

The Bodyguard

· Nov. 27: 8 p.m.; Nov. 28: 2 and 8 p.m.; Nov. 29: 1 and 7 p.m. ET

Put romance, suspense, and a familiar soundtrack on your Thanksgiving-weekend calendar with this stage musical inspired by the film.

Kravis Center, Alexander W. Dreyfoos Concert Hall

Good to know

Choose a matinee for a daytime date or book an early dinner before an evening performance. Tickets are sold by performance and seat; check the official page.

Organizer details & tickets ↗ (opens a new tab)
Dec01Delray Beach
Holiday lightsConfirmed date

Delray 100-foot Tree Lighting & Yuletide Festival

· 6–9 p.m. ET; tree lighting 7 p.m.

A festive walking date around Old School Square and Atlantic Avenue, anchored by the lighting of Delray's giant tree.

Old School Square, 51 N. Swinton Avenue

Good to know

Plan parking around announced Atlantic Avenue closures. Check individual holiday-attraction prices; do not assume all activities are included.

Organizer details & tickets ↗ (opens a new tab)
Dec02Boca Raton
Holiday lightsConfirmed date

Boca Holiday Street Parade

· 7:30–9 p.m. ET

Find a viewing spot together for decorated floats, music, and a festive community evening themed around Boca by the Beach.

Downtown Boca Raton; final route to be announced

Good to know

The date and time are published, but the city says route changes are expected because of Federal Highway roadwork. Check the final route before choosing parking or a viewing spot.

Organizer details & tickets ↗ (opens a new tab)
Dec02Palm Beach
Arts & musicConfirmed date

Cabaret: Seth Rudetsky and Friends Broadway

· 7 p.m. ET

Share a cozy cabaret evening of Broadway music and backstage stories with Seth Rudetsky and a guest Broadway performer.

Johnson Hall, Dixon Education Building, 240 Cocoanut Row

Good to know

Listed at $40. General-public reservations open October 22 at 10 a.m. This event is in the Dixon Education Building; confirm ticket availability before arranging dinner.

Organizer details & tickets ↗ (opens a new tab)
Dec03West Palm Beach
Holiday lightsSave the date

Holiday in Paradise / Sandi Tree Lighting

· 6–10 p.m. ET

The city's published save-the-date lists a free waterfront celebration and the illumination of its holiday sand tree.

West Palm Beach Waterfront

Good to know

The official calendar lists this date; the full 2026 entertainment and nightly-light-show schedule still need confirmation.

Organizer details & tickets ↗ (opens a new tab)
Dec03Fort Lauderdale
Holiday lightsConfirmed date

Holiday Magic Concert on the Veranda: LAMUN

· Starts 6 p.m. ET

An evening concert, holiday decorations and a self-guided nighttime look through the historic house make a dressed-up December date.

Bonnet House Museum & Gardens, 900 N. Birch Road

Good to know

Pre-registration required; tickets are nonrefundable. The published admission includes catered food and two drink tickets. Confirm the evening's timing before adding another reservation.

Organizer details & tickets ↗ (opens a new tab)
Dec04Palm Beach Gardens
Outdoor cinemaConfirmed date

Films on the Field: Elf

· 6:30 p.m. ET

Bring a blanket and your favorite person for Elf under the stars. Holiday pajamas are optional; sharing the laughs is the plan.

Gardens North County District Park, Field 10, 5101 117th Court N.

Good to know

Free, family-friendly outdoor screening. Bring chairs or a blanket. Food is available for purchase; check city updates if rain is possible.

Organizer details & tickets ↗ (opens a new tab)
Dec05North Palm Beach to Jupiter
Holiday lightsConfirmed date

Palm Beach Holiday Boat Parade

· Starts 6 p.m. ET; approximate Jupiter arrival 8 p.m.

Decorated boats and a traveling fireworks display bring the holiday celebration to the waterfront.

Intracoastal Waterway, ending at Jupiter Inlet Lighthouse

Good to know

Check public viewing locations and access before leaving; arrival times and bridge openings are approximate. The organizer welcomes new, unwrapped toy donations.

Organizer details & tickets ↗ (opens a new tab)
Dec09Palm Beach
Arts & musicConfirmed date

Chamber Music Society of Lincoln Center: Baroque Concertos

· 7 p.m. ET

A chamber-music evening that gives an anniversary or a midweek date a sense of occasion.

Royal Poinciana Chapel, 60 Cocoanut Row

Good to know

$40 per person; no charge for Four Arts members. General-public reservations open October 22 at 10 a.m. Complimentary valet only. This concert is at the chapel.

Organizer details & tickets ↗ (opens a new tab)
Dec10Boca Raton
MarketsConfirmed date

Boca Night Market

· 6–9 p.m. ET

Turn browsing local makers and snacks into an easy December evening together.

Sanborn Square, 72 N. Federal Highway

Good to know

Check the current vendor lineup before going. Purchases are extra; the city page does not state an entry fee.

Organizer details & tickets ↗ (opens a new tab)
Dec10Palm Beach
Food & drinkConfirmed date

Dinner at Florie’s: Palm Beach Food & Wine Festival

· 7 p.m. ET

Make it an occasion with a five-course seated dinner and Taub Family Vineyards wine pairings at Florie’s.

Florie’s, Four Seasons Resort Palm Beach

Good to know

Listed at $275 per person; ages 21+. Smart casual attire and valet-only parking are specified. Check the final checkout total and availability before making plans.

Organizer details & tickets ↗ (opens a new tab)
Dec13Palm Beach
Arts & musicConfirmed date

Carols on the Lawn

· 4 p.m. ET

Share an outdoor holiday afternoon with carols from the Palm Beach Atlantic University choir in the sculpture garden.

Philip Hulitar Sculpture Garden, 100 Four Arts Plaza

Good to know

Free, with no reservations required. Bring a lawn chair or blanket. This is a family-friendly outdoor performance.

Organizer details & tickets ↗ (opens a new tab)
Dec13West Palm Beach
Food & drinkConfirmed date

Palm Beach Food & Wine Festival Grand Tasting

· 2–6 p.m. ET

Turn an afternoon into a tasting date with chef-created dishes, wine, and a culinary competition. Compare favorites as you explore.

Palm Beach County Convention Center

Good to know

Ages 21+. Published early pricing is $179 per person, increasing to $229 after November 13. Garage parking is not included; check checkout total and consider a ride home.

Organizer details & tickets ↗ (opens a new tab)