Insignia - October 27, 2025 Itinerary Map with Port Markers
Insignia
Boston, Massachus
Newport, Rhode Is
Hamilton, Bermuda

Insignia - October 27, 2025

The October 27, 2025 cruise on the Insignia departs from Boston, Massachusetts. On this 16 Night Island Inspiration (Boston To Miami) sailing, the ship will visit a total of 12 different cruise port destinations, including its departure port. The Insignia sets sail on Monday, Oct 27th and returns on Wednesday, Nov 12th.

16nights

October 27, 2025

Oct 27th - Nov 12th

Insignia

Insignia

Oceania Cruise Line

Insignia - October 27, 2025

16 Night Island Inspiration

from Boston, Massachusetts

Cruise Price - Historic & Current

The graph below tracks historic price of the Insignia cruise ship departing October 27, 2025. The most recent price for this sailing starts at $2,999 ($188 per night) for an Inside Cabin. Compared to the average price of $2,989 ($187 per night), this represents a recent increase of 0%.

Use the buttons below to toggle between cabin types.

inside
$2,999
($187 / night)
see details
oceanview
$3,849
($240 / night)
see details
balcony
$5,199
($324 / night)
see details
suite
$7,199
($449 / night)
see details
Insignia

Insignia

Oceania Cruise Line

The Insignia was built in 1998 and is among Oceania's 6 ships in its fleet. The Insignia is included in the cruise line's Regatta class. In the cruise ship stats below, you'll find the Insignia vs all other Oceania ships.

Itinerary

Insignia - October 27, 2025 - 16 Nights

DayDatePort
1Oct 27thBoston, Massachusetts
2Oct 28thNewport, Rhode Island
3Oct 29thAt Sea
4Oct 30thHamilton, Bermuda
5Oct 27thHamilton, Bermuda
5Oct 31stSt. George's, Bermuda
6Nov 1stAt Sea
7Nov 2ndAt Sea
8Nov 3rdGustavia, St. Barthelemy
9Nov 4thSt. John's, Antigua
10Nov 5thCastries, St. Lucia
11Nov 6thBridgetown, Barbados
12Nov 7thSt. George's, Grenada
13Nov 8thKralendijk, Bonaire
14Nov 9thOranjestad, Aruba
15Nov 9thAt Sea
16Nov 10thAt Sea
17Nov 12thMiami, Florida
show more...

Cruise Itinerary

The Insignia sails on October 27, 2025 for a 16 Night Island Inspiration (Boston To Miami). The ship will depart the port of Boston, Massachusetts at 6:00 PM and will return to the port of Miami, Florida on Nov 12th at 7:00 AM. During the 18-day journey, the Insignia will visit 11 additional ports and will spend 5 days at sea.

Day1
OCT 272025
D:6:00 PM

Stroll the cobblestone streets of one of America's most historic cities, home to such patriots as Paul Revere, Ben Franklin, and Drew Bledsoe. Discover a living museum where almost four centuries of American history can be traced. When it comes to variety, see why Boston is called the Hub. Nightclubs and theaters, the North End and Chinatown, Fenway Park and Boston Common can all be found here.

Day2
OCT 282025
A:8:00 AMD:5:00 PM

Newport, RI is one of the USs oldest towns. Eat quahogs and clamcakes until you burst and wash them down with Del's famous lemonade. Newport has always liked to party and is home to the oldest tavern in the nation, the White Horse Inn (1673). It's the perfect balance of big-city excitement and New England small-town living.

Day3
OCT 292025
At Sea

Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!

Day4
OCT 302025
A:10:00 AM

Bobbies directing traffic, afternoon tea, and the drums of Gombey dancers - this is Bermuda! Hamilton, Bermuda's capital, is the perfect blend of historic architecture, beautiful pink beaches, and terrific cuisine. Walk along the island-long promenade or take a romantic ride in a horse-drawn carriage for a truly memorable experience.

Day5
OCT 312025
D:6:00 AM

Bobbies directing traffic, afternoon tea, and the drums of Gombey dancers - this is Bermuda! Hamilton, Bermuda's capital, is the perfect blend of historic architecture, beautiful pink beaches, and terrific cuisine. Walk along the island-long promenade or take a romantic ride in a horse-drawn carriage for a truly memorable experience.

Day5
OCT 312025
A:8:00 AMD:4:00 PM

Find peace in Bermuda. No neon signs, billboards, or rental cars spoil its beauty. Bask on pink sands and watch blue waters rife with tropical fish. Rent a sailboat and glide by the world's northernmost coral reef. Enjoy over 100 tennis courts and more golf courses per square mile than anywhere else. As Twain said, "You go to heaven if you want. I'd rather stay in Bermuda." No doubt you'll agree.

Day6
NOV 12025
At Sea

Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!

Day7
NOV 22025
At Sea

Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!

Day8
NOV 32025
A:7:00 AMD:5:00 PM

In Gustavia, the capital, there are branches of several well-known French shops (such as Cartier). The small crowd of habitues is mostly young, chic, and French. The food, wine, and aromas are equally Gallic. The harbour or Carenage was renamed Gustavia after the 18th-century Swedish king, Gustavus III, and became a free port, marking the beginning of the island's greatest prosperity.

Day9
NOV 42025
A:6:00 AMD:4:00 PM

Originally established as a British settlement in the 17th century, Antigua certified its independence in 1981. Today, it is a vastly popular oasis, famed for its spectacular climate and 366 pristine beaches. St. John's is a splendid jewel on this tropical crown, boasting lush greenery and limitless recreation options. Take a hiking safari and be dazzled by the sights of the island at 1200 feet.

Day10
NOV 52025
A:8:00 AMD:7:00 PM

St. Lucia is one of the most scenic volcanic islands in the Caribbean. By helicopter, fly over beautiful Castries Harbor and Les Pitons, St. Lucia's dramatic twin volcanic peaks.

Day11
NOV 62025
A:7:00 AMD:6:00 PM

Bridgetown is the southernmost port on the island of Barbados and its capital. The beaches are plentiful, as is the seafood. Enjoy swimming, snorkeling, and diving in the beautiful blue waters of the Caribbean or try your hand at a local cricket match.

Day12
NOV 72025
A:6:00 AMD:12:00 PM

This picturesque city, wrapped around the perimeter of the island's finest natural harbour, is perhaps the most appealing capital city in the entire Caribbean. Founded in the early 18th century by the French, St. George's still possesses something of the character of a French town, particularly in the red tile roofs and pastel colors of its traditional architecture.

Day13
NOV 82025
Netherlands Antilles
A:12:00 PMD:9:00 PM

Kralendijk is the chief town of Bonaire in the Netherlands Antilles. Tourism is the economic mainstay, though salt mining is also a significant industry. The island is known for its fine beaches, skin diving, and pink flamingos.

Day14
NOV 92025
Netherlands Antilles
A:6:00 AMD:3:00 PM

Blessed with a non-stop breeze, neat little Oranjestad reflects the Dutch passion for cleanliness. Stroll the town's chic shops, venture out to see the wind-formed divi-divi trees, or visit an undersea garden of brilliant corals on a semi-submersible craft.

Day15
NOV 102025
At Sea

Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!

Day16
NOV 112025
At Sea

Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!

Day17
NOV 122025
United States
A:7:00 AM

Explore all that Miami has to offer, from the magnificent Port of Miami, to the world famous Everglades and Biscayne National Parks, historic Coconut Grove, and trendy South Beach. Other attractions include the Miami Seaquarium , Miami MetroZoo, and sports teams the Dolphins, Heat and Marlins. No wonder so many celebrities, such as Gloria Estefan, Madonna and Ricky Martin, call Miami home.