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.
Oct 27th - Nov 12th
Oceania Cruise Line
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%.
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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.
Insignia - October 27, 2025 - 16 Nights
Day | Date | Port |
---|---|---|
1 | Oct 27th | Boston, Massachusetts |
2 | Oct 28th | Newport, Rhode Island |
3 | Oct 29th | At Sea |
4 | Oct 30th | Hamilton, Bermuda |
5 | Oct 27th | Hamilton, Bermuda |
5 | Oct 31st | St. George's, Bermuda |
6 | Nov 1st | At Sea |
7 | Nov 2nd | At Sea |
8 | Nov 3rd | Gustavia, St. Barthelemy |
9 | Nov 4th | St. John's, Antigua |
10 | Nov 5th | Castries, St. Lucia |
11 | Nov 6th | Bridgetown, Barbados |
12 | Nov 7th | St. George's, Grenada |
13 | Nov 8th | Kralendijk, Bonaire |
14 | Nov 9th | Oranjestad, Aruba |
15 | Nov 9th | At Sea |
16 | Nov 10th | At Sea |
17 | Nov 12th | Miami, Florida |
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.
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.
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.
Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!
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.
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.
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.
Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!
Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!
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.
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.
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.
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.
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.
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.
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.
Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!
Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!
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.