Your Seven-Day Journey
Day 1
Tuesday, Dec 9
Arrival & East Village Evening
Afternoon (Arrive ~3-4 PM after JFK)
- ✈️ Arrive JFK Airport 1:20 PM (Delta 546)
- 📍 JFK Airport, Jamaica, NY 11430
- 🏨 Check in at Fidi Hotel
- 📍 11 Stone Street, New York, NY 10004 · ~45-60 min from JFK
- 🚶 Explore St. Marks Place, then stroll west to Washington Square Park (daylight visit)
- 📍 St. Marks Place (between 3rd & Ave A) · ~20-25 min from hotel via R train to 8 St-NYU or 4/5 to Union Sq
- 📍 Washington Square Park (Greenwich Village) · ~15 min walk from St. Marks
- Continue exploring Nolita/SoHo area before dinner
Evening
- 🍣 Bondi Sushi - Nolita (7:30-8:30 PM)
- 📍 75 Kenmare St, New York, NY 10012 · ~10 min walk from Washington Sq Park area
- Counter: ~$190pp · Dining: ~$160pp
- 🍸 Post-dinner cocktails at Dante West Village or Employees Only
- 📍 Dante: 551 Hudson St, NY 10014 · ~15 min walk from Bondi Sushi
- 📍 Employees Only: 510 Hudson St, NY 10014 · ~1 min walk from Dante
Transport: 6 train to W 4 St or Uber (~$20-30)
Day 2
Wednesday, Dec 10
Midtown Magic & Holiday Lights
📅 Work Day: Wife solo until 4:00 PM · You join after work
Morning (Wife Solo)
- 🥯 Bagels at Tompkins Square Bagels (7 AM-5 PM)
- 📍 165 Avenue A, New York, NY 10009 · ~20-25 min from hotel via R train to 8 St-NYU
- 6 train to 42 St-Grand Central (~10-12 min)
Late Morning / Afternoon (Wife Solo)
- 📚 NY Public Library - Rose Reading Room (10-11 AM)
- 📍 476 Fifth Avenue (at 42nd St), NY 10018 · ~2 min walk from Grand Central
- ⛸️ Bryant Park Winter Village - Market & ice rink
- 📍 Bryant Park, 42nd St & 6th Ave, NY 10018 · ~3 min walk from library
- Free admission · Skate rental $19-60 · Browse 170+ holiday vendors
- 🛍️ Shopping Options:
- 📍 5th Avenue Shopping - Saks Fifth Avenue (holiday windows), Bergdorf Goodman, Apple Store (flagship)
- 📍 Grand Central Terminal - Shops & food hall · ~2 min walk from library
- 📍 Bryant Park Winter Village - Unique gifts, artisanal goods, jewelry · Perfect for holiday shopping
- 💆 Spa Options:
- 📍 Aire Ancient Baths - 88 Franklin St (Tribeca) · ~15 min subway from Grand Central · $100-200+ · Thermal baths & massage
- 📍 Great Jones Spa - 29 Great Jones St (NoHo) · ~10 min subway from Grand Central · $80-150+ · Korean-style spa
- 📍 Midtown Day Spas - Various options near Bryant Park · Book in advance · $100-200+
- 🍽️ Lunch Options:
- 📍 Grand Central Terminal Food Court - Shake Shack, Magnolia Bakery, etc. · $15-30pp
- 📍 Bryant Park Winter Village - Food vendors & The Lodge · Hot chocolate, snacks, light lunch
- 📍 Eataly Flatiron - 200 5th Ave · ~15 min walk from Bryant Park · Italian market & restaurants · $25-50pp
- 🎨 Additional Activities:
- 📍 Grand Central Terminal Tour - Free tours Wed/Fri 12:30 PM · Architecture & history
- 📍 Flatiron District - Iconic Flatiron Building · ~15 min walk from Bryant Park · Shopping & cafes
- 📍 SoHo - Boutique shopping · ~20 min subway from Grand Central · Art galleries, unique shops
Evening (You Join ~4:00 PM)
- 🎄 Rockefeller Center - Tree & skating
- 📍 45 Rockefeller Plaza, NY 10111 · ~10 min walk from Bryant Park
- ✨ 5th Avenue Windows - Saks light show
- 📍 Saks: 611 Fifth Avenue, NY 10022 · ~2 min walk from Rockefeller
- 🍜 IPPUDO Westside - World-renowned ramen (recommended)
- 📍 321 W 51st St, New York, NY 10019 · ~10 min walk from Rockefeller
- $20-30pp · Famous for Shiromaru Classic ramen · 4.5/5 rating
- Alternative: Totto Ramen (51st St) or other midtown options
Distance: Bryant Park to Rockefeller ~10-12 min walk
Day 3
Thursday, Dec 11
The Met & Holiday Party
📅 Work Day: Wife solo until 4:00 PM · You join after work
Day (Wife Solo)
- 🎨 The Met Fifth Avenue (10 AM-5 PM)
- 📍 1000 Fifth Avenue (at 82nd St), NY 10028 · ~40-45 min from hotel via 4/5 train to 86 St
- $30 adults · Egyptian wing, European paintings, armor, rooftop (if open)
- Museum shop - Books, prints, jewelry, unique gifts
- 🌳 Central Park Exploration:
- 📍 Central Park - Adjacent to The Met · Free
- 📍 Strawberry Fields - John Lennon Memorial · ~15 min walk south in park
- 📍 Bethesda Fountain - Iconic Central Park spot · ~20 min walk south
- 📍 The Mall - Tree-lined promenade · Beautiful winter walk
- 🛍️ Shopping - Upper East Side:
- 📍 Madison Avenue - Boutique shopping · ~5 min walk east from museum · Designer stores, galleries
- 📍 Museum Mile Shops - 5th Avenue (82nd-105th St) · Right outside The Met · Art books, prints, jewelry, museum-quality gifts
- 📍 The Met Store - Inside The Met · Art books, prints, jewelry, unique gifts
- 📍 Bloomingdale's - 59th St & Lexington · ~20 min walk south · Iconic NYC department store
- 💆 Spa Options:
- 📍 AIRE Ancient Baths - 88 Franklin St (Tribeca) · ~30 min subway · $100-200+ · Thermal baths
- 📍 Upper East Side Spas - Various options near museum · Book in advance · $100-200+
- 📍 Great Jones Spa - 29 Great Jones St (NoHo) · ~25 min subway · $80-150+
- 🍽️ Lunch Options:
- 📍 The Met Dining Room - Inside museum · $30-50pp · Elegant, convenient
- 📍 The Met Cafeteria - Inside museum · $15-25pp · Casual, quick
- 📍 Upper East Side Restaurants - Madison Ave cafes · $25-50pp · Many options nearby
- 🎨 Additional Activities:
- 📍 Guggenheim Museum - 1071 5th Ave · ~10 min walk north from Met · $25 adults · Modern art
- 📍 Museum of the City of New York - 1220 5th Ave · ~15 min walk north · $20 adults · NYC history
- 📍 Upper East Side Neighborhood - Residential streets · Beautiful brownstones, quiet walk
Evening (You Join ~4:00 PM)
- Company holiday party
Transport: 6 train to 86 St (~20-25 min), then 10-15 min walk west
Day 4
Friday, Dec 12
Central Park Photoshoot & Planetarium Night
Morning
- 📸 Photoshoot with Rebekah in Central Park (8:45 AM)
- 📍 Central Park · ~30 min from hotel via 4/5 train to 59 St-Columbus Circle
- Meet Rebekah for professional photoshoot session
- Winter light perfect for photos · Dress warmly and stylishly
- Suggested locations: Bethesda Fountain, Bow Bridge, The Mall
Midday / Afternoon
- Free time after photoshoot
- Lunch options near Central Park or return to FiDi
- Rest before evening event
Evening
- 🎵 Planetarium: Infinity Machine, Kfeelz & Justin Carter (6:00 PM)
- RA event with Ryan - Electronic/ambient music in intimate setting
- Private loft location (address sent morning of event to ask@mistersaturdaynight.com)
- 📍 Near Halsey L train stop (Bushwick) · ~25-30 min from hotel via A/C to Broadway Junction, transfer to L
- "Come to listen deeply" - immersive sound experience
- Dress code: Casual/comfortable
Note: Private loft address will be sent morning of event · Check email from ask@mistersaturdaynight.com
Day 5
Saturday, Dec 13
Sleepy Hollow, Hadestown Sleepy Hollow Day Trip with Andrew & Elizabeth Ramen
Morning - Depart NYC
- 🚂 Metro-North Hudson Line to Sleepy Hollow
- 📍 Depart Grand Central Terminal · 9:00 AM train recommended
- ~40 min train ride · Trains run frequently on weekends
- $25-30 per person round trip · Purchase at Grand Central or via MTA eTix app
- Meet Andrew & Elizabeth at train or in Sleepy Hollow
10:00 AM - 12:00 PM
- ☕ Arrive Sleepy Hollow & grab coffee at Bridge View Tavern or local café
- ⚰️ Sleepy Hollow Cemetery
- 📍 540 N Broadway, Sleepy Hollow, NY 10591 · ~10 min walk from station
- FREE self-guided tour with map from south gate
- See Washington Irving's grave (author of "Legend of Sleepy Hollow")
- Visit graves of Rockefellers, Andrew Carnegie, other historical figures
- Beautiful 90-acre arboreal grounds · Perfect for photos
- ⛪ Old Dutch Church (1685) - Oldest church in NY State, adjacent to cemetery
- The landmark that inspired Irving's famous story
12:15 PM - 1:30 PM - Lunch
- 🍔 Bridge View Tavern - Casual American with river views
- 📍 226 Beekman Ave, Sleepy Hollow, NY 10591
- Alternative: Sunset Cove - Waterfront dining in Tarrytown
- Budget $15-25pp · Browse Tarrytown Main Street shops after lunch
1:45 PM - 3:00 PM - Choose Your Adventure
- Option A: Philipsburg Manor (Interactive Historic Site)
- 📍 381 N Broadway, Sleepy Hollow, NY 10591
- 18th-century mill and trading complex · Guided tours ~1-2 hours
- Learn about colonial history · $12-15 per person
- Option B: Tarrytown Lighthouse & RiverWalk (FREE & Scenic)
- 📍 Kingsland Point Park, Tarrytown
- 1880s lighthouse on Hudson River · Beautiful Governor Mario M. Cuomo Bridge views
- Perfect for Instagram photos · Relaxing riverside walk
- Option C: Lyndhurst Castle (Gothic Architecture)
- 📍 635 S Broadway, Tarrytown, NY 10591
- Stunning Gothic Revival mansion · Used in Dark Shadows films
- Beautiful grounds · ~$12 per person
3:15 PM - Return to NYC
- Browse Main Street shops on way back to station
- Grab coffee/snacks for train
- 🚂 3:30 PM train from Sleepy Hollow to Grand Central
- 📍 Arrive NYC ~4:10-4:30 PM
Evening - Broadway Night
- Return to hotel to freshen up
- 📍 ~15 min from Grand Central to FiDi Hotel via 4/5 train
- 🍜 IPPUDO Westside - Pre-theater ramen (5:30-6:30 PM)
- 📍 321 W 51st St, New York, NY 10019 · ~35 min from hotel via 4/5 to 42 St, walk to Hell's Kitchen
- $20-30pp · Considered one of NYC's best ramen spots · Walk-in friendly
- Alternative: IPPUDO 5th Avenue (24 W 46th St, closer to theater)
- 🎭 Hadestown - Walter Kerr Theatre (8:00 PM)
- 📍 219 W 48th St, New York, NY 10036 · ~5 min walk from IPPUDO Westside
- $80-200+ per person for good seats · 2hr 30min runtime (incl. 15min intermission)
- Tony Award-winning musical · Greek mythology reimagined
Full Day Budget: $110-200pp (Sleepy Hollow $30-50 + Ramen $20-30 + Hadestown $80-150) · Packed day: History, nature, and Broadway!
Day 6
Sunday, Dec 14
10th Anniversary Celebration 💫
Late Morning
- 🥐 Brunch at Cafe Mogador (Moroccan/Middle Eastern)
- 📍 101 St Marks Pl, New York, NY 10009 · ~7 min walk from hotel
- Weekend brunch 9:30 AM+ · Reservations via Resy · $20-30pp
- Alternative: Buvette (French bistro, no reservations, ~1.5 hr wait)
Afternoon
- 💆 Relaxed afternoon to rest before the anniversary evening:
- Option 1: Spa treatment or couples massage nearby
- Option 2: Leisurely walk through Union Square or Central Park
- Option 3: Cathedral of St. John the Divine (1047 Amsterdam Ave at 112th St, ~40 min via subway)
- Return to hotel to rest & change for the big night (4-5 PM)
Anniversary Evening
- 🍽️ Gramercy Tavern - American seasonal (5:45 PM)
- 📍 42 E 20th St, New York, NY 10003 · ~15 min walk from hotel
- ~$90+ per person · Dining Room reservation confirmed
- 🍸 Post-dinner cocktails at Dante or Employees Only
- 📍 Dante: 551 Hudson St, NY 10014 · ~20 min from Gramercy Tavern
- 📍 Employees Only: 510 Hudson St, NY 10014 · ~1 min walk from Dante
- 🎷 Blue Note Jazz Club - Premier jazz venue (8:30 PM or 10:30 PM show)
- 📍 131 W 3rd St, New York, NY 10012 · ~15 min walk from Gramercy Tavern or ~10 min from Hudson St bars
- $35-75pp + drinks · Two shows nightly · Check website for performers
- Late dessert/nightcap in West Village or East Village (various options nearby)
Special Night: Book all reservations in advance for this anniversary celebration
Day 7
Monday, Dec 15
Farewell Morning
Morning
- 🥯 Final Tompkins Square Bagels run (grab extra for plane!)
- 📍 165 Avenue A, New York, NY 10009 · ~5 min walk from hotel
- Short farewell walk in East Village or Union Square
- 📍 Union Square Park · ~10 min walk from hotel
- Check out & head to JFK
- 📍 JFK Airport, Jamaica, NY 11430 · ~45-60 min from hotel
Departure
- ✈️ Delta 798 - JFK Terminal 2
- Depart 4:59 PM · Arrive Phoenix 8:33 PM
- Seats: 20E, 20F
Transport: Uber/Lyft to JFK ~30-60 min · Leave 3+ hours before flight
Seven-Day Forecast
Weather forecasts will be available closer to your trip dates
Forecast data loads automatically for December 9-15, 2025
Expected conditions: Winter temperatures 25-45°F
Culinary Journey
Featured Dining
Upscale Dining
I Sodi
📍 105 Christopher St, NY 10014
$75-95pp · Authentic Tuscan
Intimate setting · Reservations recommended
Neighborhood Favorites
Casual & Markets
IPPUDO Westside
$20-30pp · 4.5/5 (5,105 reviews)
Days 2 & 4
Famous for Shiromaru Classic ramen · Best ramen in area
Cocktail Destinations
Memorable Moments
Cultural Icons
Museums & Culture
The Met Fifth Avenue
📍 1000 Fifth Ave (at 82nd St), NY 10028
$30 adults · 10 AM-5 PM
Day 3 - December 11
Cathedral of St. John the Divine
📍 1047 Amsterdam Ave (at 112th St), NY 10025
~$15 adults
Day 6 - December 14
Museum of the Moving Image
📍 36-01 35th Ave, Astoria, NY 11106
$15 adults · 11 AM-2 PM
Day 5 - December 13
Holiday Traditions
Bryant Park Winter Village
📍 Bryant Park, 42nd St & 6th Ave, NY
Free admission · Skating $19-60
Day 2 Midday - December 10
170+ holiday shops
5th Avenue Windows
📍 Saks: 611 Fifth Ave, NY 10022
Day 2 Evening - December 10
Saks light show · Displays since 1870s
Holiday Train Show
📍 2900 Southern Blvd, Bronx, NY 10458
$20-35 · Miniature NYC landmarks
Model trains through 175 NYC replicas
Winter Light Shows
Lightscape
📍 990 Washington Ave, Brooklyn, NY 11225
$30-40 · Million+ lights
Glittering trail · Local & international artists
Astra Lumina
📍 43-50 Main St, Flushing, NY 11355
$28-38 · Celestial experience
Immersive pathway · Light & sound
Unique NYC Experiences
Books of Wonder
Mon-Fri 12pm-7pm, Sat & Sun 11am-7pm
Day 4 Midday - December 12
Children's books, art, rare books, events · Perfect for unique gifts
'Twas the Night Before...
📍 Hulu Theater, Madison Square Garden
$75-200+ · Limited run
Holiday reimagined · Jaw-dropping stunts
Trip Planning
🎫 Must Book in Advance
Packing Essentials
Clothing
- Warm winter coat (waterproof)
- Layered clothing & thermals
- Waterproof walking shoes
- Dress shoes (Days 1 & 5)
- Winter accessories (hat, gloves, scarf)
Electronics
- Phone & charger
- Portable battery pack
- Camera
- Headphones
Travel Essentials
- ID & credit cards
- Reservation confirmations
- OMNY/MetroCard setup
- Reusable water bottle
- Compact umbrella
Comfort Items
- Lip balm & lotion
- Hand warmers
- Sunglasses
- Small day backpack
Essential Tips
Subway
- $3 per ride (OMNY/MetroCard)
- Download MTA app
- Set up OMNY before arrival
- 24/7 service
Weather Strategy
- Walk midday (warmest)
- Subway/Uber at night
- Layer clothing
- Indoor backups ready
Budget Estimates
- Subway: ~$20-30/week
- Uber: ~$20-30/trip
- Restaurant tips: 18-20%
- Have backup funds
Home Base
- Fidi Hotel
- Near Wall St / Fulton St
- 6 train access
- St. Marks & Tompkins nearby
Important Information
Emergency
911 - Police, Fire, Medical
311 - Non-emergency info
Time Zone
EST (UTC-5)
Eastern Standard Time
Airport Transit
JFK/LGA: ~30-60 min
Newark: ~45-75 min
NYC Winter Trivia
Rockefeller Tree: 75-90 feet tall with 50,000+ LED lights
5th Avenue: Holiday window displays since the 1870s
Bryant Park: 170+ shops and vendors at the Winter Village
Subway System: 472 stations - world's largest by station count
Blue Note: Premier jazz venue opened in 1981, hosts world's greatest jazz artists
The Met: Over 2 million works of art in permanent collection