Cruise Quest app screenshots
New
The Cruise Quest app is here.
Bar Bingo & Cruise Cameo · works offline!
// MENU
HomeCruise SearchShipsPortsBlog
Norwegian Sky itinerary map for October 23, 2026 (13 nights)
Norwegian Sky itinerary map for October 23, 2026 (13 nights)
13 nights · 9 ports
Round-trip · Boston, Massachusetts
NorwegianNorwegian Sky

Norwegian Sky
October 23, 2026

13-Night Caribbean Repositioning: Bahamas & Jamaica aboard Norwegian Sky · Departing October 23, 2026 from the Port of Boston, Massachusetts.

Share
// AT A GLANCE

Norwegian Sky October 23, 2026 Cruise Overview

This 13-night cruise aboard the Sky departs from Boston, Massachusetts on Friday, October 23, 2026 and returns on Thursday, Nov 5th. October weather across this route averages 87°/65°F.

The itinerary safety score for this sailing is 7.6 out of 10, averaged across 9 ports. Balcony cabins rose $307 on Apr 8.

ITINERARY SAFETY SCORE
7.6OUT OF 10
MODERATE TIER
Safer than 76% of all cruises
Ranked across every sailing in our database.
LEAST SAFESAFEST
01
13
night cruise
Fri → Thu
02
Boston
departure port
Massachusetts
03
9
port stops
Bahamas
04
5
sea days
Day 2
// ON THIS PAGE09 SECTIONS

The Norwegian Sky, operated by Norwegian Cruise Line, sets sail on Friday, October 23, 2026 from Boston, Massachusetts for a 13-night Caribbean Repositioning: Bahamas & Jamaica cruise. This itinerary includes 9 unique port stops and 5 days at sea. October weather across the route averages 87°F highs and 65°F lows. The itinerary safety score is 7.6 out of 10, combining travel advisories, crime statistics, and Global Peace Index data. Fare tracking is available for inside, oceanview, balcony, and suite cabin categories. Gangwaze monitors pricing daily so you can set a price-drop alert and book when the fare is right. Explore the full day-by-day port schedule, shore excursion options, onboard amenities, and weather forecasts for each stop on this Norwegian Sky sailing.

// WHO'S ONBOARD YOUR CRUISE

Norwegian Sky October 23, 2026 Roll Call

7 SAVED THIS SAILING
rick47
@rick47
the_garcias
@the_garcias
mike_t
@mike_t
amelia.travels
@amelia.travels
greg.harrison
@greg.harrison
chrisandjen
@chrisandjen
wave_jamie
@wave_jamie
// 7 CRUISERS · LOCKED

Save this cruise to see who's going

Join the roll call & connect with the other cruisers sailing on this date.

// 02 · CRUISE PRICE

Norwegian Sky October 23, 2026 Price & Tracking

NORWEGIAN SKY·OCTOBER 23, 2026

The graph below tracks historic price of the Norwegian Sky cruise ship departing October 23, 2026. The most recent price for this sailing starts at $1,621 ($125 per night) for an Inside Cabin. Compared to the average price of $1,522 ($118 per night), this represents a recent increase of 7%.

Norwegian Sky cruise departing October 23, 202613-night itinerary. Current Inside Cabin price: $1,621 ($125 per night). Average price: $1,522.

// PRICE HISTORY · INSIDE
Last 6 months · refreshes daily
This cabin
Avg $1,520
LIVE RATE
INSIDE CABIN
Norwegian Sky · October 23, 2026
$1,621
$125 per night · 13 nights
7% above average
Avg $1,520

Prices change often and may differ at checkout. Click to see the latest available price.

🔔
Get Price Drop Updates

Get an email notification when the price of the Norwegian SkyOctober 23, 2026 drops below $1,621 for an inside cabin.

Never spam · Opt out anytime

Gangwaze earns a commission when you book through our partner links at no extra cost to you. Prices shown are sourced from third-party sellers and may differ at checkout.

// 03 · ITINERARY

13 Night Caribbean Repositioning: Bahamas & Jamaica (Boston To Tampa) Cruise Map

Interactive Itinerary MapOCTOBER 23, 2026
The Norwegian Sky sails on October 23, 2026 for a 13 Night Caribbean Repositioning: Bahamas & Jamaica (Boston To Tampa) (Boston Roundtrip). The ship will depart the port of Boston, Massachusetts at 4:00 PM and will return to the port of Tampa, Florida on Nov 5th at 6:00 AM. During the 14-day journey, the Norwegian Sky will visit 8 additional ports and will spend 5 days at sea.
// CRUISE PORT SCHEDULE
Norwegian Sky
OCTOBER 23, 2026
14 STOPSSCROLL FOR ALL ↓
Loading map...
13 NIGHTS · 8 PORTS
ROUND-TRIP · BOSTON
// 04 · PORTS

13 Night Caribbean Repositioning: Bahamas & Jamaica (Boston To Tampa) Port List

Norwegian Sky·October 23, 2026
Boston, Massachusetts — Day 1 of Norwegian Sky October 23, 2026 cruise
DAY
1
EMBARKATION
FRIDAY·OCT 23

Boston

Massachusetts
ARRIVAL
DEPARTURE
4:00 PM

Boston, Massachusetts, offers docking at Black Falcon Terminal. Travelers explore Freedom Trail and Boston Common. Excursions visit Salem’s Witch Museum. Local markets sell clam chowder. The peak season, May to September, brings mild weather for city tours. Photography captures colonial landmarks and Charles River vistas. Dining onboard includes lobster rolls, a New England favorite. Souvenirs, like patriot crafts, are sold in ship shops. Briefings cover Revolutionary history. Light layers suit the temperate climate, while comfortable shoes enhance historic walks. Boston’s cultural charm offers a vibrant American stop. Cruise travelers enjoy a mix of historic trails and scenic harbors, making Boston an engaging destination for exploration.

Royal Naval Dockyard, West End, Bermuda — Day 3 of Norwegian Sky October 23, 2026 cruise
DAY
3
PORT 2
SUNDAY·OCT 25

Royal Naval Dockyard

West End, Bermuda
ARRIVAL
DEPARTURE
9:30 AM
3:00 PM

Royal Naval Dockyard, West End, Bermuda, offers docking at King’s Wharf. Travelers explore Fort Scaur and Maritime Museum. Excursions include snorkeling at Church Bay. Local markets sell fish chowder. The peak season, May to September, brings warm weather for coastal tours. Photography captures colonial docks and Atlantic vistas. Dining onboard includes spiny lobster, a Bermudian favorite. Souvenirs, like cedar crafts, are sold in ship shops. Briefings cover Bermuda Triangle history. Light clothing and sun protection suit the subtropical climate, while water shoes enhance reef exploration. Dockyard’s maritime charm offers a vibrant Bermudian stop. Cruise travelers enjoy a mix of historic forts and scenic beaches, making Dockyard an engaging destination.

Great Stirrup Cay (Cruise Line Private Island), Bahamas — Day 5 of Norwegian Sky October 23, 2026 cruise
DAY
5
PORT 4
ARRIVAL
DEPARTURE
11:00 AM
6:00 PM

Great Stirrup Cay, Bahamas (Cruise Line Private Island), offers docking at a private port. Travelers explore Bertram’s Cove and cabana areas. Excursions include snorkeling at coral reefs. Local markets sell conch fritters. The peak season, December to April, brings warm weather for island tours. Photography captures palm-lined beaches and Caribbean vistas. Dining onboard includes cracked conch, a Bahamian favorite. Souvenirs, like shell crafts, are sold in ship shops. Briefings cover Lucayan history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Great Stirrup Cay’s island allure offers a vibrant stop. Cruise travelers enjoy a mix of serene beaches and marine activities, making Great Stirrup Cay an engaging destination.

Cabo Rojo, Dominican Republic — Day 7 of Norwegian Sky October 23, 2026 cruise
DAY
7
PORT 6
THURSDAY·OCT 29

Cabo Rojo

Dominican Republic
ARRIVAL
DEPARTURE
10:30 AM
5:30 PM

Cabo Rojo, Dominican Republic, anchors offshore with tenders to Bahía de las Águilas, a remote beach. Travelers snorkel coral reefs with parrotfish. Local markets sell larimar jewelry. Excursions to Jaragua National Park, 30 minutes inland, spot flamingos. No facilities; provisions from ship. Peak season December to April; taxis 10-20 USD. Dining includes sancocho on board. Souvenirs feature amber pendants. Photography captures turquoise bays.

Oranjestad, Aruba — Day 8 of Norwegian Sky October 23, 2026 cruise
DAY
8
PORT 7
FRIDAY·OCT 30

Oranjestad

Aruba
ARRIVAL
DEPARTURE
1:00 PM
9:00 PM

Oranjestad, Aruba, offers docking at Oranjestad Port. Travelers explore Arikok National Park and California Lighthouse. Excursions include snorkeling at Baby Beach. Local markets sell keshi yena. The peak season, December to April, brings warm weather for coastal tours. Photography captures cacti landscapes and Caribbean vistas. Dining onboard includes funchi, an Aruban favorite. Souvenirs, like aloe crafts, are sold in ship shops. Briefings cover Arawak history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Oranjestad’s vibrant charm offers a lively Aruban stop. Cruise travelers enjoy a mix of natural parks and scenic beaches, making Oranjestad an engaging destination for exploration.

Willemstad, Curacao — Day 9 of Norwegian Sky October 23, 2026 cruise
DAY
9
PORT 8
SATURDAY·OCT 31

Willemstad

Curacao
ARRIVAL
DEPARTURE
7:00 AM
7:00 PM

Willemstad, Curaçao, offers docking at Willemstad Port. Travelers explore Queen Emma Bridge and Punda’s colorful buildings. Excursions include snorkeling at Tugboat Beach. Local markets sell keshi yena. The peak season, December to April, brings warm weather for coastal tours. Photography captures Dutch architecture and Caribbean vistas. Dining onboard includes stobá, a Curaçaoan favorite. Souvenirs, like blue curaçao crafts, are sold in ship shops. Briefings cover Antillean history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Willemstad’s vibrant charm offers a lively Curaçaoan stop. Cruise travelers enjoy a mix of colonial heritage and marine adventures, making Willemstad an engaging destination for exploration.

Falmouth, Jamaica — Day 11 of Norwegian Sky October 23, 2026 cruise
DAY
11
PORT 10
MONDAY·NOV 2

Falmouth

Jamaica
ARRIVAL
DEPARTURE
6:00 AM
4:00 PM

Falmouth, Jamaica, offers docking at Falmouth Port. Travelers explore Good Hope Estate and Martha Brae River. Excursions include rafting and Dunn’s River Falls climbs. Local markets sell jerk pork. The peak season, December to April, brings warm weather for coastal tours. Photography captures colonial architecture and Caribbean vistas. Dining onboard includes curry goat, a Jamaican favorite. Souvenirs, like wood carvings, are sold in ship shops. Briefings cover Taino history. Light clothing and sun protection suit the tropical climate, while water shoes enhance river activities. Falmouth’s cultural charm offers a vibrant Jamaican stop. Cruise travelers enjoy a mix of historic estates and adventurous excursions, making Falmouth an engaging destination for exploration.

George Town, Grand Cayman — Day 12 of Norwegian Sky October 23, 2026 cruise
DAY
12
PORT 11
TUESDAY·NOV 3

George Town

Grand Cayman
ARRIVAL
DEPARTURE
6:00 AM
4:00 PM

George Town, Grand Cayman, offers docking at George Town Port. Travelers explore Seven Mile Beach and Stingray City. Excursions include snorkeling at Coral Gardens. Local markets sell jerk chicken. The peak season, December to April, brings warm weather for coastal tours. Photography captures turquoise waters and Caribbean vistas. Dining onboard includes conch chowder, a Caymanian favorite. Souvenirs, like turtle crafts, are sold in ship shops. Briefings cover Taino history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. George Town’s coastal allure offers a vibrant Cayman stop. Cruise travelers enjoy a mix of pristine beaches and marine adventures, making George Town an engaging destination.

Tampa, Florida — Day 14 of Norwegian Sky October 23, 2026 cruise
DAY
14
DISEMBARKATION
THURSDAY·NOV 5

Tampa

Florida
ARRIVAL
DEPARTURE
6:00 AM

Tampa, Florida, offers docking at Port Tampa Bay. Travelers explore Ybor City and Tampa Riverwalk. Excursions include manatee tours at Crystal River. Local markets sell Cuban sandwiches. The peak season, December to April, brings warm weather for coastal tours. Photography captures historic cigar factories and Gulf vistas. Dining onboard includes grouper, a Floridian favorite. Souvenirs, like seashell crafts, are sold in ship shops. Briefings cover Seminole history. Light clothing and sun protection suit the subtropical climate, while comfortable shoes enhance city walks. Tampa’s cultural charm offers a vibrant American stop. Cruise travelers enjoy a mix of historic districts and scenic waterways, making Tampa an engaging destination for exploration.

// 05 · WEATHER

13 Night Caribbean Repositioning: Bahamas & Jamaica (Boston To Tampa) Weather Forecast

Norwegian Sky·October 23, 2026
OCT FORECAST · BOSTON
Historical monthly averages for travelers visiting this port.
Boston port guide
54°
AVG · °F
Mostly sunny days
AVG HIGH
86°
AVG LOW
22°
AVG RAINFALL
4.8"
Source: 30-year historical climate averages via Open-Meteo
// YEAR-ROUND AT BOSTON
Average monthly temperature and rainfall. Your sail month is highlighted.
AVG TEMP °FRAINFALL IN
54°JANFEBMARAPRMAYJUNJULAUGSEPOCTNOVDEC12-MONTH AVERAGE · DATA: 30-YEAR HISTORICAL
// 06 · SHORE EXCURSIONS

Most Popular Boston Shore Excursions

Independent shore excursions in every port on this Norwegian Sky itinerary, booked directly with the operator who runs them. We flag the ones that guarantee you're back on board before the gangway lifts.

9 PORTS OF CALL·585 EXCURSIONS HELD·BOOK DIRECT WITH THE OPERATOR
SELECT A PORT
BEST BOSTON SHORE TOURS
OF 57
WORRY-FREE
4.0(207)
$51.45

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

After your cruise ship docks in Boston, spend your time seeing the city's top attractions on a hop-on hop-off…
2 HOURSBOOK ON VIATOR
WORRY-FREE
5.0(138)
$550

Boston Private 3-Hour Tour by Car

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites…
3 HOURSBOOK ON VIATOR
WORRY-FREE
EXCELLENT QUALITY
4.6(70)
$924.66

Boston Private City Tour

Discover Boston and Cambridge on a private six-hour sightseeing experience designed around your group’s…
6 HOURSBOOK ON VIATOR
WORRY-FREE
4.9(62)
$495

Boston Sightseeing Tour - a fully-narrated driving tour

This tour will begin at your home, hotel or cruise ship and take you past the most interesting places in…
3 HOURSBOOK ON VIATOR
WORRY-FREE
EXCELLENT QUALITY
5.0(45)
$450

Private City Tour of Boston and Cambridge

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include…
7 HOURSBOOK ON VIATOR
WORRY-FREE
5.0(38)
$550

Lexington and Concord 3 hour private car tour from Boston

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord…
3 HOURSBOOK ON VIATOR
WORRY-FREE
EXCELLENT QUALITY
4.9(34)
$393

Highlights of Boston Private Tour

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of…
5.5 HOURSBOOK ON VIATOR
5.0(34)
$550

Private 4-Hour Driving & Walking City Tour

Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a…
4 HOURSBOOK ON VIATOR

These are the eight most reviewed. Boston has plenty more — browse the full catalogue and book direct with the operator.

SEE ALL BOSTON EXCURSIONS

Pricing and availability are provided by the operator. Booking happens on their own site — Norwegian Sky sails October 23, 2026, and Gangwaze earns a commission at no extra cost to you.

AFFILIATEPER-CARD ATTRIBUTION
// 07 · SAFETY SCORE

Itinerary Safety Score

13 Night Caribbean Repositioning: Bahamas & Jamaica (Boston To Tampa)

Based on comprehensive research of cruise port safety information, including recent crime reports, travel advisories, Global Peace Index rankings, and specific port security concerns, we've created a "safety score" for each cruise port stop. The overall rating below represents a combined score for your specific cruise itinerary.

ITINERARY AVERAGE
MODERATE TIER
0OUT OF 100
LOWHIGH
Safer than 76% of all cruises
7.6/10 itinerary average · ranked across every sailing in our database.
LEAST SAFESAFEST
// HOW WE SCORE
Four signals, weighted by recency.

Scores combine recent crime reports, government travel advisories, Global Peace Index rankings, and port-specific security incidents. Refreshed monthly.

8.0 – 10.0
Safe — Low-risk; standard precautions apply.
6.5 – 7.9
Moderate — Generally safe with normal vigilance.
5.0 – 6.4
Caution — Stay alert; avoid certain areas after dark.
0 – 4.9
High caution — Significant risk; book guided excursions.
REFRESHED MONTHLY
// PORT-BY-PORT BREAKDOWN09 PORTS
01

Boston 🇺🇸

Massachusetts · United StatesSAFE

Boston is a safe port for cruise travelers, but standard urban caution is advised in crowded areas to avoid petty theft.

0.0/10
SAFETY SCORE
02

Royal Naval Dockyard 🇧🇲

West End, Bermuda · BermudaSAFE

The Royal Naval Dockyard is a secure tourist destination with low violent crime, but travelers should remain vigilant against petty theft.

0.0/10
SAFETY SCORE
03

Great Stirrup Cay (Cruise Line Private Island) 🇧🇸

Bahamas · BahamasSAFE

Great Stirrup Cay provides a secure environment for cruise travelers, with safety enhanced by staying primarily on the ship.

0.0/10
SAFETY SCORE
04

Cabo Rojo 🇩🇴

Dominican Republic · Dominican RepublicCAUTION

Cabo Rojo is generally safe for cruise travelers, but remain vigilant and avoid wandering alone at night to minimize risks.

0.0/10
SAFETY SCORE
05

Oranjestad 🌍

Aruba · Netherlands AntillesSAFE

Oranjestad is a safe cruise destination, but travelers should remain vigilant in crowded areas to avoid petty theft.

0.0/10
SAFETY SCORE
06

Willemstad 🌍

Curacao · Netherlands AntillesSAFE

Willemstad is generally safe for tourists, but they should remain vigilant in crowded areas to avoid petty theft and opportunistic crime.

0.0/10
SAFETY SCORE
07

Falmouth 🇯🇲

Jamaica · JamaicaHIGH CAUTION

Travelers in Falmouth should stay vigilant against petty crime and avoid less populated areas, opting for organized excursions for safety.

0.0/10
SAFETY SCORE
08

George Town 🇰🇾

Grand Cayman · Cayman IslandsSAFE

George Town, Grand Cayman, is a safe cruise destination with low crime rates and a strong local law enforcement presence.

0.0/10
SAFETY SCORE
09

Tampa 🇺🇸

Florida · United StatesMODERATE

Tampa is generally safe for cruise travelers, but visitors should remain vigilant in higher crime areas and stick to well-trafficked locations.

0.0/10
SAFETY SCORE
// 08 · CRUISE SHIP

Norwegian Sky Ship Overview

Specs & DetailsNORWEGIAN
Norwegian Sky cruise ship exterior
NORWEGIAN · SUN
CHRISTENED
1999
STATEROOMS
1,002
TONNAGE
77,104GT
38.5% BELOW AVG· vs avg 125,377 GT
YEAR BUILT
1999
13 YEARS OLDER· vs avg 2012
LENGTH
832ft
16.8% BELOW AVG· vs avg 1,000 ft
PASSENGER COUNT
2,004cruisers
36.4% BELOW AVG· vs avg 3,153 cruisers
// ABOUT THE SHIP

The Norwegian Sky has a construction date of 1999 and a total size of 77,104 gross tons. The ship measures 832 feet in length. Norwegian Sky is included in Norwegian's Sun class. At full capacity, the Sky holds 2,004 passengers. That includes 1,105 cruise vacationers and 899 staff members. The Sky total number of staterooms is 1,002.

// INSIDE THE FULL SHIP PAGE
Dive deeper into the
Norwegian Sky
  • Size comparison chart against other ships
  • Bars, restaurants, and venue highlights
  • Renovation and dry-dock schedule
  • FAQs about Norwegian Sky
Norwegian Sky Detail
// 09 · FAQ

Frequently Asked Questions

FAQs for yourNorwegian Sky·October 23, 2026sailing
  • Live pricing is not currently available for this sailing. Sign up for price-drop alerts above to be notified when fares appear.

    PRICING
Researched and assembled by Gangwaze Cruise Editorial using daily-refreshed itinerary, pricing, weather, and safety data.
LAST UPDATED · SEP 12, 2026
// SHARE THIS ITINERARY

Cruise crew? Share this page.

NORWEGIAN SKY·OCTOBER 23, 2026
As seen in
ForbesNBC NewsCruise CriticRoyal Caribbean BlogReader's Digest

Sign up or
Sign in

Save your cruise, track reviews for your cabin, set cruise price drop alerts, & more with an account.

No password needed · Sign-in code sent