The Legend Begins – 45 days from New York City to Istanbul and Back!
We embark on the 45-DAY ULTIMATE MEDITERRANEAN & ATLANTIC PASSAGE from New York City
A LEGENDARY VOYAGE
This trip represents our second Legendary Voyage—the 28-day Legendary Alaska was our first last year. According to Holland America Line, Legendary Voyages span 25 to 59 days, offering in-depth explorations of destinations through immersive experiences. Our route begins with a Transatlantic crossing, followed by stops from Lisbon to Istanbul, complete with overnight stays in Alexandria and Istanbul. Compared to brief sailings, Legendary cruises amp up the onboard fun with events like the Volendam Ball, a Halloween party, Casino Royale, a Sock Hop, and more.
Usually, the Navigator App only has accurate information about events once you are on the ship. We discovered that all the performers and special events were loaded in the Navigator app a couple of weeks ago. Refer to the table at the bottom of this post for our itinerary, including a list of performers and special events. There is also an interactive map where you can click on a port to find our arrival and departure times, expected temperatures, as well as recommended food and activities.
SAN DIEGO TO NYC
Although the ship departs on October 7th, we flew to New York on the 2nd to enjoy a few extra days in the city. A direct flight from San Diego to JFK lasted nearly six hours, touching down around 10:30 p.m. For the ride to the Hilton Times Square, we booked NYC United Limo car service.
PRE-CRUISE HOTEL
Nestled in a prime spot, the Hilton Times Square offers easy access to subways and attractions—though, as with most Manhattan spots, it comes at a premium price. Instead of the on-site buffets ($32 for continental fare, such as croissants and fruit, or $49 for a full spread with eggs and bacon), we strolled to a nearby Starbucks for coffee and the Europan Diner for morning meals. Our 37th-floor room had stunning vistas of downtown Manhattan, and a Target across the street proved handy for grabbing a few last-minute items.
- The Hilton at Times Square has a small entrance on 42nd Street. There is also an entrance on 41st Street which has space set aside for taxis
- Our view toward Downtown from our room on the 37th floor.
TIMES SQUARE, MUSEUMS, BROADWAY, AND YARN
During our stay, we soaked up Times Square’s electric vibe, explored the Metropolitan Museum of Art on the Upper East Side, caught MJ the Musical at the Neil Simon Theatre, and savored a meal at the storied Joe Allen restaurant in the Theater District. Capping off the pre-cruise whirlwind, our last day involved a one-mile stroll along the elevated High Line park plus stops at two neighborhood yarn stores: West Village Knit and Needle in the West Village and Knitty City on the Upper West Side.
Subways handled most of our transit needs, save for a handful of Uber rides. Navigating them proved straightforward with a chip-enabled credit card; simply tap to enter the turnstile, and since all rides cost a flat $2.90, no additional tap is necessary on the way out. Google Maps excels at plotting routes, even pinpointing the best entrances to stations.
- Enjoying the energy of Times Square – always buzzing
- Madame Tussauds was next to the Hilton – people were lining up in the morning to wait for the doors to open – not sure why.
- Entrance to “The Met”
- Washington Crossing the Delaware Painting by Emanuel Leutze
- Temple of Dendur
- We saw MJ the Musical at the Neil Simon Theatre
- Joe Allen restaurant on West 46th Street
- The shop was small but had a nice selection of indie yarns.
- Knitty City is a nice shop with a great selection of yarn. Judy got a hank from Five Borough Yarn that’s hand dyed in NYC.
THE ADVENTURE BEGINS
NYC United Limo handled our brief transfer—barely a couple of miles—to the Manhattan Cruise Terminal, where we arrived around 11:45 am on October 7th.
Boarding moved swiftly; just 20 minutes elapsed from arrival curbside to settling into our stateroom. As we exited the terminal, Captain Frank van de Hoeven and Hotel General Manager Florin Dragomir greeted the guests.
Stateroom 7037, our Vista Suite, awaited us fully prepared. After viewing the safety briefing, we went to the spa to make some appointments. Lunch featured a shared Dive In Burger, during which we bumped into old acquaintances and chatted for the next 90 minutes by the Lido Pool.
Next, we headed down to Deck 3 to verify our lifeboat muster station.
Scheduled for a 4:30 p.m. departure, we actually cast off at 6:30 p.m., missing the daytime skyline but catching the illuminated Statue of Liberty against the night sky.
Fixed seating at 7:30 p.m. brought the five of us together at an eight-top table on deck 5 near the dining room entrance, and the inaugural meal impressed with its quality and attentive staff.
The evening’s spotlight fell on comedian Tim Nutt, who was very funny as he humorously recounted everyday absurdities and bold tales.
- Live music at the Sail Away party
- Judy, Captain Frank and Pete at the Sail Away
- NYC Skyline as the Volendam left the cruise terminal – photo by Susan
- Guests gathered on the Lido for views of the Statue of Liberty as we left New York
- Statue of Liberty –photo by Susan
- Tim Nutt
2025 Legendary Mediterranean Itinerary and Events
| Port | Arrive | Depart | The Daily | Main Stage Entertainment | |
|---|---|---|---|---|---|
| 10/7/2025 | New York (Manhattan), NY | 4:30pm | Tim Nutt. Comedian | ||
| 10/8/2025 | At Sea | David Meyer, Xylophone | |||
| 10/9/2025 | At Sea | Captains Toast, Dressy | Shawn McMaster, Comedy & magic | ||
| 10/10/2025 | At Sea | Tricia Kelly, Vocalist | |||
| 10/11/2025 | At Sea | Cast Show - Hits on 45 | |||
| 10/12/2025 | At Sea | Tim Nutt Matinee - David Meyer evening | |||
| 10/13/2025 | Ponta Delgada, Portugal | 8:00am | 5:00pm | Tricia Kelly, Vocalist | |
| 10/14/2025 | At Sea | Volendam Ball, Dressy | Volendam Ball | ||
| 10/15/2025 | At Sea | Cast Show - Drive In | |||
| 10/16/2025 | Lisbon, Portugal | 8:00am | 5:00pm | Orange Party | Don Bryan - Ventriloquist |
| 10/17/2025 | Strait of Gibraltar (Cruising) | Tony K Irving - Vocalist | |||
| 10/18/2025 | Cartagena, Spain | 8:00am | 5:00pm | Simon Palomares - Comedian | |
| 10/19/2025 | Valencia, Spain | 8:00am | 5:00pm | Tony K Irving - Vocalist | |
| 10/20/2025 | Barcelona, Spain | 8:00am | 11:00pm | Don Bryan - Ventriloquist | |
| 10/21/2025 | At Sea | Dressy | Cast Show - A Swing Thing | ||
| 10/22/2025 | Portofino, Italy | 8:00am | 5:00pm | Simon Palomares - Comedian | |
| 10/23/2025 | Rome (Civitavecchia), Italy | 7:00am | 9:00pm | Leanne Mitchell - vocalist | |
| 10/24/2025 | Naples, Italy | 8:00am | 6:00pm | Suzanne Godfrey - flautist | |
| 10/25/2025 | At Sea | Tom Milner - vocalist | |||
| 10/26/2025 | Crete (Heraklion), Greece | Noon | 8:00pm | Charley Blue - vocalist and violin | |
| 10/27/2025 | At Sea | Casino Royale Night | Cast Show - Solid Gold | ||
| 10/28/2025 | Cairo / Giza (Alexandria), Egypt | 8:00am | Leanne Mitchell - vocalist | ||
| 10/29/2025 | Cairo / Giza (Alexandria), Egypt | 10:00pm | Charley Blue - vocalist and violin | ||
| 10/30/2025 | At Sea | Dressy | Tom Milner - vocalist- Suzanne Godfrey - flautist PM show | ||
| 10/31/2025 | Santorini, Greece | 8:00am | 5:00pm | Halloween Party | Halloween Party |
| 11/1/2025 | Ephesus / Kusadasi, Turkey | 7:00am | 6:00pm | Cast Show - Curtain Up | |
| 11/2/2025 | Istanbul, Turkey (The Dardanelles (Cruising)) | 4:00pm | Local Show - Turkish Night and Belly Dancers | ||
| 11/3/2025 | Istanbul, Turkey | 11:00pm | Ruben Vilagrand - Mime and Comedy | ||
| 11/4/2025 | At Sea | Sebastian Fucci - pianist | |||
| 11/5/2025 | Athens (Piraeus), Greece | 8:00am | 5:00pm | Peter Grant - vocalist | |
| 11/6/2025 | At Sea | Celtic Spirit - Irish Muscians?? | |||
| 11/7/2025 | Valletta, Malta | 8:00am | 5:00pm | Luke Barrage -juggler | |
| 11/8/2025 | La Goulette, Tunisia | 8:00am | 4:00pm | Ruben Vilagrand - Mime and Comedy | |
| 11/9/2025 | Cagliari, Sardinia, Italy | 8:00am | 5:00pm | Sebastian Fucci - pianist | |
| 11/10/2025 | At Sea | A Night Of Music, Dressy | Peter Grant - vocalist | ||
| 11/11/2025 | Gibraltar, UK Territory | 2:00pm | 11:00pm | Luke Barrage -juggler | |
| 11/12/2025 | Cadiz, Spain | 8:00am | 6:00pm | Karen Grainger - vocalist | |
| 11/13/2025 | At Sea | Cast Show - Feel the Beat | |||
| 11/14/2025 | Funchal, Madeira, Portugal | 8:00am | 5:00pm | Sock Hop | Sock Hop |
| 11/15/2025 | At Sea | George Casey - Comedian | |||
| 11/16/2025 | At Sea | Domenick Allen - Singer, Sax and Guitar | |||
| 11/17/2025 | At Sea | Nicola Loud - violinist | |||
| 11/18/2025 | At Sea | Masquerade Party | |||
| 11/19/2025 | At Sea | Cast Show -- Feeling Groovy | |||
| 11/20/2025 | At Sea | Domenick Allen & Nicola Loud | |||
| 11/21/2025 | New York (Manhattan), NY | 7:00am |



Hi Pete and Judy! This is going to be fun!
Have a great trip, I enjoy traveling along with you and Judy.
Thanks for following!
Hi Pete and Judy,
We had a great time with you both the weekend before your cruise in New York City.
Have a fabulous time. Wish we were cruising with you both. Hugs, S and B
Thanks – We had a great time!!!
That’s a great itinerary. We also like the legendary cruises and did the FLL to Cairo roundtrip last year. We’re halfway through a month on the Emerald Princess Southampton to northern Norway and back to Florida. Then 3 days later we board the Sky Princess for another month from Southampton to Western Europe, Tenerife (3 stops), and back to Florida.
Thanks for following Tim, I found your current trip and will be catching up with your adventures! Hi to Angela
Pete
I want to follow your lovely cruise on Facebook.
Here is the link to my Facebook page – https://www.facebook.com/theinsidecabin