Insignia sailing on October 27th, 2025

41-Night Caribbean (Caribbean - Extended) Oceania Cruises
Oceania Cruises Insignia 41-Night Caribbean (Caribbean - Extended)
Departure Port:
Boston
Sailing Date: 
Monday, 10/27/25
Return Date: 
Sunday, 12/07/25
Nights: 
41
Ship: 
Insignia
Cruise Line: 
Oceania Cruises
 
Special Sale: Cruise Planners Exclusive - Up to $1,000 Shipboard Credit (view details) Special Sale: Your World Included (view details)
About The Cruise

The acclaimed Insignia has undergone a multimillion-dollar transformation to create a virtually new ship that is both sleek and elegantly charming. Her decks are resplendent in the finest teak, custom stone and tile work, and her lounges, suites and staterooms boast luxurious, neo-classical furnishings. Insignia offers every luxury you may expect on board one of our stylish ships. She features four unique, open-seating restaurants, a world-class fitness centre and spa, eight lounges and bars, a casino and 342 lavish suites and luxurious staterooms, nearly 70% of which feature private verandas. With just 684 guests to pamper, the 400 professionally trained European staff ensure you will wait for nothing.

 
Day # Date Port Arrive Depart
1 Monday, 10/27/25 Boston, United States --   6:00pm 
2 Tuesday, 10/28/25 Newport, United States 8:00am  5:00pm 
3 Wednesday, 10/29/25 At Sea --   --  
4 Thursday, 10/30/25 Hamilton, Bermuda 10:00am  --  
5 Friday, 10/31/25 Hamilton, Bermuda --   6:00pm 
5 Friday, 10/31/25 St. Georges, Bermuda 8:00am  4:00pm 
6 Saturday, 11/1/25 At Sea --   --  
7 Sunday, 11/2/25 At Sea --   --  
8 Monday, 11/3/25 Gustavia 8:00am  6:00pm 
9 Tuesday, 11/4/25 St. John's, Antigua and Barbuda 7:00am  5:00pm 
10 Wednesday, 11/5/25 Castries, Saint Lucia 9:00am  8:00pm 
11 Thursday, 11/6/25 Bridgetown, Barbados 8:00am  7:00pm 
12 Friday, 11/7/25 St. George's, Grenada 7:00am  1:00pm 
13 Saturday, 11/8/25 Kralendijk, Bonaire, Netherlands Antilles 1:00pm  10:00pm 
14 Sunday, 11/9/25 Oranjestad, Aruba 7:00am  4:00pm 
15 Monday, 11/10/25 At Sea --   --  
16 Tuesday, 11/11/25 At Sea --   --  
17 Wednesday, 11/12/25 Miami, United States 6:00am  --  
18 Thursday, 11/13/25 At Sea --   --  
19 Friday, 11/14/25 At Sea --   --  
20 Saturday, 11/15/25 St. John's, Antigua and Barbuda 12:01pm  8:00pm 
21 Sunday, 11/16/25 Castries, Saint Lucia 10:00am  7:00pm 
22 Monday, 11/17/25 St. George's, Grenada 8:00am  9:00pm 
23 Tuesday, 11/18/25 Buccoo Reef (Scarborough) 7:00am  4:00pm 
24 Wednesday, 11/19/25 At Sea --   --  
25 Thursday, 11/20/25 At Sea --   --  
26 Friday, 11/21/25 At Sea --   --  
27 Saturday, 11/22/25 Santarem, Brazil 9:00am  6:00pm 
28 Sunday, 11/23/25 Boca de Valeria, Brazil 7:00am  4:00pm 
29 Monday, 11/24/25 Manaus, Brazil 10:00am  --  
30 Tuesday, 11/25/25 Manaus, Brazil --   4:00pm 
31 Wednesday, 11/26/25 Parintins, Brazil 10:00am  7:00pm 
32 Thursday, 11/27/25 Alter do Chao, Brazil 7:00am  3:00pm 
33 Friday, 11/28/25 At Sea --   --  
34 Saturday, 11/29/25 At Sea --   --  
35 Sunday, 11/30/25 At Sea --   --  
36 Monday, 12/1/25 Bridgetown, Barbados 9:00am  6:00pm 
37 Tuesday, 12/2/25 Roseau, Dominica 8:00am  6:00pm 
38 Wednesday, 12/3/25 Philipsburg, St. Maarten 8:00am  6:00pm 
39 Thursday, 12/4/25 San Juan, Puerto Rico 7:00am  6:00pm 
40 Friday, 12/5/25 At Sea --   --  
41 Saturday, 12/6/25 At Sea --   --  
42 Sunday, 12/7/25 Miami, United States 8:00am  --  
Number of Nights: 41
Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Government taxes and fees are additional. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.