The 2026 season highlights high-touch personalization, such as "Marina Days" where guests can kayak or paddleboard directly from the ship's stern. Onboard, the Caribbean experience is refined through regional farm-to-table dining, featuring fresh snapper and lobster, while shore excursions lean into private access - think guided hikes to Dominica’s thermal pools or helicopter tours over the turquoise reefs of the Bahamas.
Caribbean Itineraries (Page 64)
8 Nights
8-Day Southern Caribbean Yacht Harbors
8-Day Southern Caribbean Yacht Harbors
Departure Date
01 Oct 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Venture |
| Region | Caribbean |
| Departure Port | Halifax, Nova Scotia |
| Destination Port | Bridgetown |
| Itinerary |
Halifax, Nova Scotia, South Friars Bay, Montserrat, Rodney Bay and Bridgetown
|
From £4,504pp
Plus substantial savings from Deluxe Cruises
24 Nights
24-Day Southern Caribbean & South American Expedition
24-Day Southern Caribbean & South American Expedition
Departure Date
01 Oct 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Venture |
| Region | Caribbean |
| Departure Port | Halifax, Nova Scotia |
| Destination Port | Rio de Janeiro |
| Itinerary |
Halifax, Nova Scotia, South Friars Bay, Montserrat, Rodney Bay, Bridgetown, Port-of-Spain, Devil's Island, Fortaleza, Natal, Salvador de Bahia, Buzios, Parati and Rio de Janeiro
|
From £10,709pp
Plus substantial savings from Deluxe Cruises
11 Nights
Wellness Retreat: Spain to Antigua
Wellness Retreat: Spain to Antigua
Departure Date
04 Oct 27
| Cruise Line | Scenic Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Scenic Eclipse II |
| Region | Transatlantic and Caribbean |
| Departure Port | Santa Cruz de Tenerife |
| Destination Port | Saint John's |
| Itinerary |
Santa Cruz de Tenerife, Philipsburg, Gustavia, Gustavia and Saint John's
|
From £5,961pp
Plus substantial savings from Deluxe Cruises
10 Nights
Island Odyssey: Bahamas to the Grenadine
Island Odyssey: Bahamas to the Grenadine
Departure Date
10 Oct 27
| Cruise Line | Scenic Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Scenic Eclipse |
| Region | Caribbean |
| Departure Port | Nassau |
| Destination Port | Bridgetown |
| Itinerary |
Nassau, Staniel Cay, Cockburn Town, San Salvador Island, Grand Turk Island, Norman Island, Gustavia, Gustavia, Saint Pierre, Canouan Island and Bridgetown
|
From £7,995pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: Fall Leaves & Caribbean Breezes
Star Collector: Fall Leaves & Caribbean Breezes
Departure Date
11 Oct 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Montréal, Québec |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Montréal, Québec, Quebec City, Québec, Gaspé, Québec, Sydney, Nova Scotia, Sydney, Nova Scotia, Halifax, Nova Scotia, Halifax, Nova Scotia, Bar Harbor, Maine, Isle of Portland, Boston, Massachusetts, Hamilton, Hamilton, Saint George, Saint George, Gustavia and San Juan (Puerto Rico)
|
From £5,164pp
Plus substantial savings from Deluxe Cruises
9 Nights
New York City to San Juan
New York City to San Juan
Departure Date
12 Oct 27
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
New York, New York, Kings Wharf, Kings Wharf, Saint John's, Pointe-à-Pitre, Gustavia and San Juan (Puerto Rico)
|
From £2,610pp
Plus substantial savings from Deluxe Cruises
19 Nights
Panama Canal & the Americas
Panama Canal & the Americas
Departure Date
13 Oct 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | |
| Ship | Viking Polaris |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Valparaiso |
| Itinerary |
New York, New York, San Salvador Island, Inagua, Port Antonio, Fuerte Amador, Callao, Iquique and Valparaiso
|
From £8,990pp
Plus substantial savings from Deluxe Cruises
8 Nights
Splendours of the Caribbean
Splendours of the Caribbean
Departure Date
15 Oct 27
| Cruise Line | Scenic Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Scenic Eclipse II |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | Bridgetown |
| Itinerary |
Saint John's, Gustavia, Spanish Town, Virgin Gorda, Little Bay, Saint Pierre, Soufrière, Mayreau Island, Tobago Cays and Bridgetown
|
From £6,455pp
Plus substantial savings from Deluxe Cruises
19 Nights
Panama Canal & the Americas
Panama Canal & the Americas
Departure Date
17 Oct 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | |
| Ship | Viking Octantis |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Valparaiso |
| Itinerary |
New York, New York, San Salvador Island, Inagua, Port Antonio, Fuerte Amador, Callao, Iquique and Valparaiso
|
From £8,990pp
Plus substantial savings from Deluxe Cruises
11 Nights
Pristine Islands of the Caribbean & the Panama Canal
Pristine Islands of the Caribbean & the Panama Canal
Departure Date
20 Oct 27
| Cruise Line | Scenic Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Scenic Eclipse |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Panama City |
| Itinerary |
Bridgetown, Soufrière, Port Elizabeth, Bequia, Mayreau Island, Tobago Cays, Willemstad, Cabo de la Vela, Cartagena, San Blas Islands, Panama City and Panama City
|
From £9,480pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bermuda Bliss
Bermuda Bliss
Departure Date
22 Oct 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Boston, Massachusetts |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Boston, Massachusetts, Hamilton, Hamilton, Saint George, Saint George, Gustavia and San Juan (Puerto Rico)
|
From £2,257pp
Plus substantial savings from Deluxe Cruises
9 Nights
Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan
Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan
Departure Date
28 Oct 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
New York, New York, Hamilton, Hamilton, Hamilton, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)
|
From £1,359pp
Plus substantial savings from Deluxe Cruises