Las Vegas
Thursday, October 22 – Monday, October 26, 2026
Travel party: Dan & Elaine DiMaggio · Gentry & Lynn Ganote
Home base: Wynn Las Vegas — four nights
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Top 10 Things to Do
Ten things to do in Las Vegas, with where to find each one.
- “O” by Cirque du Soleil — Bellagio, center Strip
- Michael Jackson ONE — Mandalay Bay, south Strip
- Grand Canyon helicopter tour — Maverick terminal, 6075 S. LV Strip
- Red Rock Canyon scenic drive — approx. 17 miles west of the Strip
- Hoover Dam tour — Boulder City, approx. 35 miles southeast of LV
- High Roller observation wheel — LINQ Promenade, center Strip
- Mob Museum — 300 Stewart Avenue, downtown Las Vegas
- Italian cooking class at Eataly — Park MGM, center Strip
- The Magician’s Study — Park MGM, center Strip
- Dig This Las Vegas — 800 W. Roban Avenue, south of the Strip
Upcoming Trips
Where we're headed, in the order they arrive.
Las Vegas
Four nights at the Wynn with Gentry & Lynn — golf at Cascata, Earth, Wind & Fire at the Venetian, and the Raiders at Allegiant Stadium.
Naples, Florida
Gulf Coast sunsets, soft sand, and the landmark Naples Pier. A relaxed beach fortnight with unhurried mornings and easy strolls along Fifth Avenue South.
Turks & Caicos Spring Break
Grace Bay's turquoise water and powder-white sand over spring break. A full week on the beach with boat days and fresh seafood.
Maine
Pine woods, cold clear water and long northern evenings. A summer week built around the coast, the lakes and unhurried days outdoors.
Hawaii
Two full weeks in the islands — volcanic landscapes, warm water, and sunsets worth planning the day around.
Turks & Caicos
A return to Grace Bay. A quiet island escape built around the beach, boat days, and fresh seafood.
Paris to Prague
A journey across the heart of Europe, from Parisian boulevards to the spires of Prague, with classic cities and countryside in between.
Western Caribbean Cruise
Warm water, easy sea days and a new port each morning. All the unpacking done once.
Maine Coastal Road Trip
Autumn color along the Down East coast, from Portland's waterfront north through harbor towns to Bar Harbor and Acadia.
Photos: Las Vegas by Frank Schulenburg (CC BY-SA 4.0) · Naples Pier by Marc Ryckaert (CC BY 4.0) · Grace Bay by Csouthard (CC BY-SA 3.0), via Wikimedia Commons.
Daily Plan
Day 1 — Thursday, October 22 (TRAVEL DAY)
- ~6:30aCarey Limousine to Atlanta airport — not yet booked
- 11:02aDelta DL 466 — Atlanta to Las Vegas
- 12:21pArrive Harry Reid International (LAS)
- ~1:30pCab to the Wynn
- ~2:30pCheck in at the Wynn — Panoramic View Room
- ~5:00pMeet up with Gentry & Lynn — hospitality hour
- 6:00pDinner at Sinatra
- AfterNightcap somewhere in the Wynn — spot to be chosen
~6:30 AM — Ground Transportation:
- Carey Limousine to Hartsfield-Jackson Atlanta International Airport (ATL)
- Still to be booked
- Contact # … 404-223-2000
11:02 AM — Airline Transportation:
- Delta Air Lines flight to Harry Reid International Airport (LAS)
- DL #466 · Conf # G7MGX
- Depart ATL 11:02 AM (Atlanta time) · Arrive LAS 12:21 PM (Las Vegas time)
- Seats 2A & 2B for Dan & Elaine
~1:30 PM — Ground Transportation:
- Cab from the airport to the Wynn, about 15–20 minutes
~2:30 PM — Check-in @ Hotel:
- Wynn Las Vegas
- Address … 3131 Las Vegas Blvd South, Las Vegas, NV 89109
- Front desk … 702-770-2150
- Concierge … 702-770-7070
- Conf # 32779131
- Panoramic View Room · Check-out Monday, October 26
- Open question: should we upgrade — talk to Gentry
~5:00 PM — Hospitality Hour:
- Meet up with Gentry & Lynn
- Spot still to be decided
6:00 PM — Restaurant / Dinner:
- Sinatra, at the Wynn
- Address … 3130 S Las Vegas Blvd
- Reservation # 9FUJ9T4NJC37
- Contact # … 1-888-320-7110
After dinner — options, all inside the Wynn:
- Overlook Lounge — best scenery
- Aft Cocktail Deck
- Tower Suite Bar — quiet upscale nightcap
- Eastside Lounge — live music and dueling pianos
- Little Bubble Bar at Delilah — old Vegas glamour
Day 2 — Friday, October 23 (GOLF DAY)
- EarlyBreakfast at the Wynn — several options
- ~8:20aDan & Gentry depart the Wynn for Cascata
- 10:06aTee time at Cascata — Dan & Gentry
- ~10:00aElaine & Lynn — spa, tasting or workshop, to be decided
- EveningDinner with “The Jimmy Whale” at The Poodle Room — time to be confirmed
Early AM — Breakfast options at the Wynn:
- Tableau — best upscale breakfast. Beautiful, quiet room by the Tower Suites pool and gardens.
- Terrace Pointe Café — best everyday breakfast. More casual, overlooking the pool and gardens.
- The Buffet at Wynn Las Vegas — best big Vegas breakfast and brunch.
- Sunrise at Sinatra — newer full-service breakfast and lunch at Encore, more elegant.
- Caffè Al Teatro — best quick breakfast and open 24 hours. Coffee, croissants, breakfast sandwiches, smoked-salmon bagels, fruit and pastries.
- Urth Caffé — casual coffee-shop breakfast with lighter options.
~8:20 AM — Ground Transportation:
- Depart the Wynn for Cascata
- Transportation to and from Cascata still to be arranged
- About 30 miles southeast of the Wynn — allow roughly 40 minutes
~9:00 AM — Excursion / Golf:
- Cascata Golf Course — Dan & Gentry
- Tee time … 10:06 AM
- Address … 1 Cascata Drive, Boulder City, NV
- Confirmation code … 068515 / reply email
- Rental clubs requested · Forecaddies included
- Tel # … 702-294-2005
~10:00 AM — Elaine & Lynn, options:
- Wynn Spa plus a wine lunch at La Cave
- Private wine or champagne tasting
- Floral or creative luxury workshop
Evening — Restaurant / Dinner with “The Jimmy Whale”:
- The Poodle Room, top of the Fontainebleau
- Address … 2777 S Las Vegas Blvd
- Gentry made the reservation — time still to be confirmed
- Allow about 20 minutes for travel
- Poodle Club concierge … 702-678-0560
- High-end and upscale — dress nicely. Cigar lounge.
Day 3 — Saturday, October 24 (COLLEGE FOOTBALL & SHOW)
- MorningBreakfast — to be decided
- DayCollege football at a sports book — Wynn or Circa
- ~6:00pDinner at the Venetian or Palazzo — restaurant to be chosen
- 8:30pEarth, Wind & Fire at the Venetian
Breakfast — to be decided.
Daytime — College football at a sports book:
- Wynn Race & Sports Book
- Inside Wynn Las Vegas
- Phone … 702-770-3075
- Circa Sports
- Address … 8 Fremont St
- Email … reservations@circasports.com
- Note: investigate reserved seating at both.
~6:00 PM — Dinner options at the Venetian, chosen for convenience to the show:
- Bazaar Meat by José Andrés — Palazzo. Upscale, memorable and different; called one of Vegas's best steakhouses.
- CUT by Wolfgang Puck — Palazzo. Beautiful room, excellent beef and polished service.
- Delmonico Steakhouse — Venetian. Emeril Lagasse's steakhouse; less flashy, extremely well regarded.
- Mott 32 — Palazzo. The choice for something other than steak — high-end Cantonese in a spectacular room, known for Peking duck.
8:30 PM — Show:
- Earth, Wind & Fire at the Venetian
- Elaine has the tickets — seat and venue details still to come
Day 4 — Sunday, October 25 (RAIDERS DAY)
- 9:45aLimo pickup to Mandalay Bay — tentative
- 10:30aPregame brunch at Flanker, early NFL games on
- 11:45aWalk to Allegiant Stadium with the crowd
- ~NoonEnter the stadium — premium areas and warmups
- 1:25pRaiders vs. Rams kickoff
- EveningDinner back at the Wynn — restaurant to be chosen
Tentative plan — Flanker pregame, still to be confirmed:
- 9:45–10:00 AM — Limo pickup to Mandalay Bay
- 10:20–10:30 — Arrive Mandalay Bay / Flanker
- 10:30–11:45 — Pregame brunch and lunch, Bloody Marys and cocktails, watch the early NFL games. Flanker is open Sundays from 9 AM.
- 11:45 — Leave Flanker and walk toward Allegiant with the crowd
- Around noon — Enter Allegiant Stadium
- Noon–1:15 — Enjoy the premium areas, walk the stadium, drinks, watch warmups
- 1:25 PM — Raiders vs. Rams kickoff
Gen Info:
- Gentry to acquire the game tickets
- Online inquiry for the Flanker pregame reservation submitted August 12
Evening — Dinner options at the Wynn:
- SW Steakhouse — excellent steaks, real Japanese Wagyu, polished service, and the Lake of Dreams setting. Classic high-end Vegas dinner.
- Sinatra — elegant and quieter, old-school Vegas feel with osso buco, pastas and Italian-American classics.
- Mizumi — sushi, sashimi, robata and teppanyaki beside the waterfall and gardens.
Day 5 — Monday, October 26 (TRAVEL HOME DAY)
- ~9:30aCab to Harry Reid International (LAS)
- AirportBreakfast at the airport or the Delta Sky Club
- 12:31pDelta DL 748 — Las Vegas to Atlanta
- 7:25pArrive Atlanta
- ~7:25pCarey Limousine home — not yet booked
~9:30 AM — Ground Transportation:
- Cab from the Wynn to Harry Reid International Airport (LAS)
- Check-out from the Wynn is today
Airport — Breakfast:
- At the airport or in the Delta Sky Club
12:31 PM — Airline Transportation:
- Delta Air Lines flight to Atlanta (ATL)
- DL #748 · Conf # G7MGX
- Depart LAS 12:31 PM (Las Vegas time) · Arrive ATL 7:25 PM (Atlanta time)
- Seats 2C & 2D for Dan & Elaine
~7:25 PM — Ground Transportation:
- Carey Limousine home from ATL
- Still to be booked
- Contact # … 404-223-2000
Hotel
One hotel for the whole trip. Stay dates and guests up front, then Show Details for contacts, the room, the open upgrade question and your own notes.
Wynn Las Vegas
Guests: Dan & Elaine
Also staying in Las Vegas: Gentry & Lynn
Address: 3131 Las Vegas Blvd South, Las Vegas, NV 89109
Front desk: 702-770-2150
Concierge: 702-770-7070
Website: wynnlasvegas.com
Confirmation #: 32779131
Room type: Panoramic View Room
Room number: Assigned at check-in — write it in the notes below.
Open Question
Whether to upgrade the room. Talk to Gentry before calling the hotel.
Everything Else At The Wynn
Sinatra (Thursday dinner), the Friday breakfast options, the after-dinner bars, the Wynn Race & Sports Book on Saturday and the Sunday dinner options are all on property, so nothing on those days needs a car.
Notes
Dining
Every meal in the master itinerary, in travel-day order. Booked restaurants carry their reservation number; the rest are the shortlists still to be chosen from.
Day 1 · Thu, Oct 22 · Travel Day
Sinatra
Address: 3130 S Las Vegas Blvd — at the Wynn
Phone: 1-888-320-7110
Reservation #: 9FUJ9T4NJC37
Getting there: On property. Walk from the room.
After Dinner — Wynn Late-Night Bars
Overlook Lounge: Best scenery.
Aft Cocktail Deck: Open-air deck.
Tower Suite Bar: Quiet upscale nightcap.
Eastside Lounge: Live music and dueling pianos.
Little Bubble Bar at Delilah: Old Vegas glamour.
Getting there: All of them are inside the Wynn.
Day 2 · Fri, Oct 23 · Golf Day
Breakfast At The Wynn
Tableau: Best upscale breakfast. Beautiful, quiet room by the Tower Suites pool and gardens.
Terrace Pointe Café: Best everyday breakfast. More casual, overlooking the pool and gardens.
The Buffet at Wynn Las Vegas: Best big Vegas breakfast and brunch.
Sunrise at Sinatra: Newer full-service breakfast and lunch at Encore, more elegant.
Caffè Al Teatro: Best quick breakfast and open 24 hours — coffee, croissants, breakfast sandwiches, smoked-salmon bagels, fruit and pastries.
Urth Caffé: Casual coffee-shop breakfast with lighter options.
Note: Dan and Gentry leave for Cascata around 8:20 AM, so breakfast needs to be early.
The Poodle Room
Address: 2777 S Las Vegas Blvd — top of the Fontainebleau
Phone: Poodle Club concierge, 702-678-0560
Reservation: Gentry made it. Time still to be confirmed.
Getting there: Allow about 20 minutes for travel from the Wynn.
Dress: High-end and upscale — dress nicely. There is a cigar lounge.
Day 3 · Sat, Oct 24 · Football & Show Day
Breakfast
Nothing planned yet. The Wynn breakfast list from Friday all still applies.
Dinner At The Venetian
Why here: Convenience — Earth, Wind & Fire is at the Venetian at 8:30 PM.
Bazaar Meat by José Andrés: Palazzo. Upscale, memorable and different; called one of Vegas's best steakhouses.
CUT by Wolfgang Puck: Palazzo. Beautiful room, excellent beef and polished service.
Delmonico Steakhouse: Venetian. Emeril Lagasse's steakhouse — less flashy, extremely well regarded.
Mott 32: Palazzo. The choice for something other than steak — high-end Cantonese in a spectacular room, known for Peking duck.
Day 4 · Sun, Oct 25 · Raiders Day
Flanker — Pregame Brunch
Address: Mandalay Bay, Las Vegas
Reservation: Online inquiry submitted August 12 — not yet confirmed.
What it is: Pregame brunch and lunch with Bloody Marys and cocktails, watching the early NFL games. Flanker opens at 9 AM on Sundays.
Getting there: Limo from the Wynn at 9:45–10:00 AM, then walk to Allegiant Stadium at 11:45 AM with the crowd.
Dinner At The Wynn
SW Steakhouse: Excellent steaks, real Japanese Wagyu, polished service, and the Lake of Dreams setting. Classic high-end Vegas dinner.
Sinatra: Elegant and quieter, old-school Vegas feel with osso buco, pastas and Italian-American classics.
Mizumi: Sushi, sashimi, robata and teppanyaki beside the waterfall and gardens.
Getting there: All on property, after the game.
Day 5 · Mon, Oct 26 · Travel Home Day
Breakfast At The Airport
Breakfast at the airport or in the Delta Sky Club before the 12:31 PM flight.
Transportation
Every flight, limo and cab in the master itinerary, in travel-day order. Departure time and the from → to leg sit at the top of each card, with the confirmation number right below. Anything not yet booked says so.
Day 1 · Thursday, October 22 · Travel Day
Carey Limousine — Home to Atlanta Airport
Status: Not yet booked — to do.
Type: Private car service
Passengers: Dan & Elaine
Phone: 404-223-2000
Delta Air Lines — Flight DL 466
Arrives Las Vegas: Thursday, October 22 at 12:21 PM local time
Seats: 2A & 2B — Dan & Elaine
Cab — Airport to the Wynn
Type: Taxi from the airport rank — no booking needed
Journey: About 15–20 minutes up the Strip
Day 2 · Friday, October 23 · Golf Day
Wynn ⇄ Cascata Golf Course
Status: Transportation to and from Cascata still to be arranged.
Distance: About 30 miles southeast of the Wynn — allow roughly 40 minutes
Tee time: 10:06 AM
Course phone: 702-294-2005
Wynn to the Fontainebleau
Type: Cab or rideshare — no booking needed
Journey: Allow about 20 minutes
Notes: Departure time depends on the Poodle Room reservation, which Gentry is confirming.
Day 3 · Saturday, October 24 · Football & Show Day
Around the Strip
Type: Cabs and rideshare — no booking needed
Wynn to the Venetian: A few minutes by cab, or about a 15-minute walk south along the Strip
Wynn to Circa, downtown: About 15 minutes by cab to 8 Fremont St
Day 4 · Sunday, October 25 · Raiders Day
Limo — Wynn to Mandalay Bay
Status: Tentative — part of the Flanker pregame plan still to be confirmed.
Onward: Leave Flanker at 11:45 AM and walk to Allegiant Stadium with the crowd; enter around noon.
Day 5 · Monday, October 26 · Travel Home Day
Cab — Wynn to the Airport
Type: Taxi from the hotel — no booking needed
Notes: Breakfast at the airport or in the Delta Sky Club.
Delta Air Lines — Flight DL 748
Arrives Atlanta: Monday, October 26 at 7:25 PM local time
Seats: 2C & 2D — Dan & Elaine
Tickets
Everything that needs a ticket, a tee time or a reservation held in someone's name, in the order you'll use it. Tick each one off as it lands.
Cascata Golf Course — Tee Time
Morning round for Dan and Gentry at Cascata in Boulder City, about 30 miles southeast of the Strip. Rental clubs requested and forecaddies are included.
The Poodle Room — Dinner Reservation
Dinner with “The Jimmy Whale” at the top of the Fontainebleau. High-end and upscale, with a cigar lounge — dress nicely.
Sports Book Seating — College Football
A seat for the Saturday college football slate. The Wynn Race & Sports Book is on property; Circa Sports downtown is the bigger room and takes reservations.
Earth, Wind & Fire — The Venetian
Saturday night headline show at the Venetian, following dinner on the same property.
Flanker — Pregame Reservation
Pregame brunch table at Flanker in Mandalay Bay before the walk over to Allegiant Stadium. Flanker opens at 9 AM on Sundays.
Raiders vs. Rams — Allegiant Stadium
Sunday afternoon NFL at Allegiant Stadium, a short walk from Mandalay Bay. Premium areas, then kickoff at 1:25 PM.
Still To Do
Everything in the master itinerary still marked TBD or to-do, gathered in one list so nothing gets lost between now and October.
Notes
Naples, Florida
Saturday, February 20 – Saturday, March 6, 2027 · Four adults, ages 64–76. Sixteen things to do, each with its location, telephone number and website.
Things To Do · 1–16
1 · Boston Red Sox Spring Training
Watch the Red Sox at JetBlue Park in Fort Myers.
Location: JetBlue Park, 11500 Fenway South Drive, Fort Myers, FL 33913
Telephone: (239) 226-4700 · Tickets: (877) 733-7699
2 · Naples Sunset Or Dinner Cruise
The Naples Princess offers sightseeing, sunset and dinner cruises with climate-controlled indoor seating.
Location: 550 Port O Call Way, Naples, FL 34102
Telephone: (239) 649-2275
3 · Delnor-Wiggins Pass State Park
A beautiful Gulf beach conveniently located near North Naples.
Location: 11135 Gulf Shore Drive, Naples, FL 34108
Telephone: (239) 409-0637
4 · Naples Botanical Garden And Tram Tour
Tour the garden’s scenic areas by tram to reduce the amount of walking.
Location: 4820 Bayshore Drive, Naples, FL 34112
Telephone: (239) 643-7275
5 · Fifth Avenue South And Third Street South
Spend an afternoon shopping, visiting galleries and enjoying cocktails or dinner. Valet parking is recommended.
Fifth Avenue South: 837 Fifth Avenue South, Naples, FL 34102
Telephone: (239) 692-8436
Third Street South: 1207 Third Street South, Naples, FL 34102
Telephone: (239) 649-6707
6 · Dolphin And Wildlife Cruise
Pure Florida offers narrated dolphin-watching cruises through Naples Bay, the mangroves and nearby coastal waters.
Location: Tin City, 1200 Fifth Avenue South, Naples, FL 34102
Telephone: (239) 263-4949
7 · Golf At Tiburón Golf Club
Play either the Gold or Black course, both designed by Greg Norman. Request a tee time and rental clubs well in advance.
Location: 2620 Tiburón Drive, Naples, FL 34109
Telephone: (239) 593-2200 · Golf shop: (239) 593-2201
8 · Artis—Naples And The Baker Museum
Visit the museum and combine it with a Naples Philharmonic concert, Broadway production or other evening performance.
Location: 5833 Pelican Bay Boulevard, Naples, FL 34108
Telephone: (239) 597-1900
9 · Corkscrew Swamp Sanctuary
Explore the elevated boardwalk through an old-growth cypress forest. You can turn around before completing the entire 2¼-mile route.
Location: 375 Sanctuary Road West, Naples, FL 34120
Telephone: (239) 348-9151
10 · Everglades City Airboat Adventure
Captain Jack’s offers narrated mangrove airboat tours. Request a smaller boat and ask about ride intensity before booking.
Location: 905 Dupont Street, Everglades City, FL 34139
Telephone: (239) 695-4400
11 · Sur La Table Cooking Class
Participate in a hands-on cooking class and eat the meal you prepare. This is particularly convenient from North Naples.
Location: Mercato, 9105 Strada Place, Suite 3105, Naples, FL 34108
Telephone: (239) 598-3586
12 · Naples Wine Collection Tasting
Sample boutique and limited-production wines. Call to determine whether a scheduled tasting or private tasting is available during your visit.
Location: 2343 Vanderbilt Beach Road, Suite 604, Naples, FL 34109
Telephone: (239) 513-0095
13 · Glassblowing In The Garden
Create a handblown ornament, bowl or decorative glass piece with artist Conrad Williams. Visits are by appointment only.
Location: 525 Yucca Road, Naples, FL 34102
Telephone: (239) 285-1101
14 · Fifth Avenue Culinary Tasting Tour
Visit several restaurants and taste chef-selected dishes while learning about Old Naples. Confirm the walking distance before booking.
Meeting location: Fifth Avenue South — the precise meeting point is provided after booking
Telephone: (866) 328-7935
15 · Shelling And Dolphin Expedition
Cruise to Keewaydin Island for dolphin watching, wildlife viewing and shell collecting. Ask about boarding ease and shaded seating.
Location: Pure Florida at Tin City, 1200 Fifth Avenue South, Naples, FL 34102
Telephone: (239) 263-4949
16 · Edison And Ford Winter Estates
Tour the historic winter homes, Edison’s laboratory, museum and botanical gardens. Allow approximately 2½–3 hours.
Location: 2350 McGregor Boulevard, Fort Myers, FL 33901
Telephone: (239) 334-7419
Before Booking
February and March are peak season, so reserve the Red Sox game, the cruises, the cooking class, the wine tasting, the glassblowing session and the Artis—Naples performance well in advance.
Confirm all 2027 schedules and operating details before booking.
Turks & Caicos Spring Break
Trip Planning In Progress
This destination is being developed and will be available in a future DD Travel update.
Maine
Trip Planning In Progress
This destination is being developed and will be available in a future DD Travel update.
Hawaii
Trip Planning In Progress
This destination is being developed and will be available in a future DD Travel update.
Turks & Caicos
Trip Planning In Progress
This destination is being developed and will be available in a future DD Travel update.
Paris to Prague
Trip Planning In Progress
This destination is being developed and will be available in a future DD Travel update.
Western Caribbean Cruise
Trip Planning In Progress
This destination is being developed and will be available in a future DD Travel update.
Maine Coastal Road Trip
Trip Planning In Progress
This destination is being developed and will be available in a future DD Travel update.