Caribbean Cruises October 2027

Caribbean Cruises

Caribbean Cruises October 2027 are a popular choice, offering a great selection of ships – from charming small vessels to large liners packed with activities. With a variety of itineraries and ports to explore, October is the perfect time to escape the cooling UK weather. There are really good prices available at the moment, making it an ideal time to book. Look out for repositional cruises at this time of year and exclusive Caribbean Cruise & Stay trips from trusted UK cruise agents, where you can combine a relaxing stay in the USA or the Caribbean with your cruise for the ultimate holiday experience. At Hello Cruise, we make it easy to compare offers and prices in one place, helping you book your perfect Caribbean Cruise in October 2027 hassle-free.

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01 oct 2027

MSC Opera

MSC Cruises Logo

A mid-sized ship offering a relaxed cruise experience, with classic design, a friendly onboard atmosphere, and a strong focus on comfort and destinations.MSC Opera is part of MSC Cruises’ Lirica Class and delivers a more traditional, small-ship cruising style compared to the line’s newer, larger vessels. Carrying around 2,000 guests, the ship offers a calm, easygoing onboard atmosphere with compact public spaces and a relaxed pace at sea. Accommodation includes inside, oceanview, balcony cabins, and suites, arranged in a practical, comfortable layout. MSC Cruises is known for its international onboard feel and destination-focused itineraries, and Opera is particularly well suited to guests who value smaller ships, port-intensive sailings, and a straightforward cruise experience without large-scale onboard attractions.

  • Mid-Size Ship
  • Fun
  • Family-Friendly

Cruise: Fort-de-France – Pointe-à-Pitre – Road Town, Tortola – La Romana – Catalina Island – Virgin Gorda – Philipsburg – Fort-de-France

Save up to £165
7 nights from £489PP
01 oct 2027

Seabourn Venture

Seabourn Cruises Logo

An expedition ship offering an ultra-luxury cruise experience, with purpose-built design, expert-led exploration, and refined comfort.Seabourn Venture is one of Seabourn’s purpose-built expedition vessels, designed to combine serious exploration capability with the line’s signature ultra-luxury style. The ship features specialist expedition equipment, modern and functional public spaces, and a dedicated expedition team to support immersive exploration. Despite its expedition focus, the onboard atmosphere remains calm and refined, with spacious all-suite accommodation, attentive service, and a strong emphasis on comfort. Seabourn is known for pairing destination expertise with all-inclusive luxury, making Seabourn Venture particularly appealing to travellers seeking adventurous itineraries delivered with elegance, space, and personalised service.

  • Small Ship
  • All Inclusive
  • Expedition
  • Ultra-Luxury

Cruise: Halifax, Nova Scotia – South Friars Bay – Montserrat – Rodney Bay – Bridgetown

Save up to £260
8 nights from £4,939PP
01 oct 2027

Seabourn Venture

Seabourn Cruises Logo

An expedition ship offering an ultra-luxury cruise experience, with purpose-built design, expert-led exploration, and refined comfort.Seabourn Venture is one of Seabourn’s purpose-built expedition vessels, designed to combine serious exploration capability with the line’s signature ultra-luxury style. The ship features specialist expedition equipment, modern and functional public spaces, and a dedicated expedition team to support immersive exploration. Despite its expedition focus, the onboard atmosphere remains calm and refined, with spacious all-suite accommodation, attentive service, and a strong emphasis on comfort. Seabourn is known for pairing destination expertise with all-inclusive luxury, making Seabourn Venture particularly appealing to travellers seeking adventurous itineraries delivered with elegance, space, and personalised service.

  • Small Ship
  • All Inclusive
  • Expedition
  • Ultra-Luxury

Cruise: Halifax, Nova Scotia – South Friars Bay – Montserrat – Rodney Bay – Bridgetown – Port-of-Spain – Devil's Island – Fortaleza – Natal – Salvador de Bahia – Buzios – Parati – Rio de Janeiro

01 oct 2027

Utopia of the Seas

Royal Caribbean Logo

A new mega ship offering a modern, family-friendly cruise experience with standout attractions and vibrant public spaces. Utopia of the Seas launched in summer 2024 and is one of Royal Caribbean’s newest Oasis Class vessels. The ship builds on the successful neighbourhood-style layout, balancing its vast scale with clearly defined areas for dining, entertainment, and relaxation. Utopia of the Seas features signature Royal Caribbean attractions such as the FlowRider surf simulator and The Perfect Storm waterslides, alongside expansive pool areas and a wide range of dining venues. Well suited to families and multi-generational groups, the ship delivers a lively, resort-style experience with plenty to do day and night. Accommodation includes inside, oceanview, balcony cabins, and suites, with options that can also suit solo travellers. Royal Caribbean is known for its activity-led cruising style, making Utopia of the Seas a strong choice for guests seeking a contemporary mega-ship experience with headline features.

  • Mega Ship
  • Fun-filled
  • Family-Friendly

Cruise: Port Canaveral, Florida – Nassau – Coco Cay – Port Canaveral, Florida

Save up to £25
3 nights from £509PP
01 oct 2027

Liberty of the Seas

Royal Caribbean Logo

A large ship offering a family-friendly cruise experience, with classic Royal Caribbean attractions and a lively onboard atmosphere.Liberty of the Seas is part of Royal Caribbean’s Freedom Class and delivers a fun, activity-led cruise experience built around well-known Royal Caribbean features. The ship is undergoing a refurbishment ahead of summer 2026, bringing refreshed public spaces and updated onboard facilities to keep the experience in line with newer ships in the fleet. Liberty of the Seas features signature attractions such as the FlowRider surf simulator, alongside multiple pools, sports areas, and a wide range of dining and entertainment options. Well suited to families and multi-generational groups, the ship offers plenty to do without the scale of the Oasis or Icon Class ships. Accommodation includes inside, oceanview, balcony cabins, and suites, with options that can also suit solo travellers seeking a sociable large-ship environment. Royal Caribbean is known for its high-energy, family-friendly cruising style, making Liberty of the Seas a strong choice for guests looking for classic big-ship fun with modernised facilities.

  • Large Ship
  • Fun-filled
  • Family-Friendly

Cruise: Galveston, Texas – Cozumel – Roatán Island – Costa Maya – Galveston, Texas

  • New Spaces & Enhancements: May 2026
Save up to £98
7 nights from £579PP
01 oct 2027

Adventure of the Seas

Royal Caribbean Logo

A large ship offering a family-friendly cruise experience, with classic Royal Caribbean features and a lively onboard atmosphere.Adventure of the Seas is part of Royal Caribbean’s Voyager Class and delivers a well-rounded big-ship experience built around entertainment, activities, and choice. The ship features signature Royal Caribbean spaces, varied dining options, and a mix of attractions designed to keep guests busy throughout the day and evening. Adventure of the Seas is well suited to families and multi-generational groups, offering a lively but manageable onboard feel rather than the scale of newer mega ships. Accommodation includes inside, oceanview, balcony cabins, and suites, with layouts that can also suit solo travellers looking for a sociable large-ship environment. Royal Caribbean is known for its activity-led cruising and energetic onboard style, making Adventure of the Seas a solid choice for guests who want classic big-ship fun with a friendly, family-focused vibe.

  • Large Ship
  • Fun-filled
  • Family-Friendly

Cruise: Port Canaveral, Florida – Coco Cay – Labadee – Port Canaveral, Florida

02 oct 2027

Valiant Lady

Virgin Cruises Logo

A mid-sized, adults-only ship offering a modern cruise experience, with bold design, social spaces, and a lively onboard vibe.Valiant Lady continues Virgin Voyages’ distinctive adults-only approach, building on the concepts first introduced with Scarlet Lady. The ship features striking contemporary public spaces, flexible social hubs, and immersive entertainment centred on live music and interactive shows rather than traditional cruise formats. Dining is entirely restaurant-style and included in the fare, reinforcing Virgin’s casual, no-buffet philosophy. Cabins are modern and cleverly designed, including options that appeal to solo travellers, all styled with a boutique-hotel feel. Virgin Voyages is known for its relaxed, inclusive atmosphere and upbeat onboard energy, making Valiant Lady particularly appealing to adults seeking a stylish, social cruise experience without family facilities.

  • Mid-Size Ship
  • Informal
  • Adults Only

Cruise: Miami, Florida – Grand Turk Island – Bimini Island – Miami, Florida

Save up to £76
5 nights from £549PP
02 oct 2027

MSC World America

MSC Cruises Logo

A next-generation World Class ship offering a modern cruise experience, with bold design, expansive public spaces, and a strong focus on innovation.MSC World America is part of MSC Cruises’ World Class and is designed to deliver a large-scale, contemporary cruising experience tailored to modern tastes. Building on the World Class platform, the ship features expansive open areas, a strong indoor–outdoor layout, and a wide range of dining, entertainment, and leisure venues designed to suit families, couples, and groups. Accommodation includes a broad mix of cabins and suites, including the exclusive MSC Yacht Club, which offers a more private, premium experience within the ship. MSC Cruises is known for its international onboard atmosphere, family-friendly facilities, and modern ship design, and World America is positioned to appeal to guests looking for choice, energy, and big-ship cruising at sea.

  • Mega Ship
  • Fun
  • Family-Friendly

Cruise: Miami, Florida – Puerto Plata – San Juan (Puerto Rico) – Ocean Cay, MSC Marine Reserve – Miami, Florida – Roatán Island – Costa Maya – Cozumel – Ocean Cay, MSC Marine Reserve – Miami, Florida

  • New Ship: Launched April 2025
02 oct 2027

MSC World America

MSC Cruises Logo

A next-generation World Class ship offering a modern cruise experience, with bold design, expansive public spaces, and a strong focus on innovation.MSC World America is part of MSC Cruises’ World Class and is designed to deliver a large-scale, contemporary cruising experience tailored to modern tastes. Building on the World Class platform, the ship features expansive open areas, a strong indoor–outdoor layout, and a wide range of dining, entertainment, and leisure venues designed to suit families, couples, and groups. Accommodation includes a broad mix of cabins and suites, including the exclusive MSC Yacht Club, which offers a more private, premium experience within the ship. MSC Cruises is known for its international onboard atmosphere, family-friendly facilities, and modern ship design, and World America is positioned to appeal to guests looking for choice, energy, and big-ship cruising at sea.

  • Mega Ship
  • Fun
  • Family-Friendly

Cruise: Miami, Florida – Puerto Plata – San Juan (Puerto Rico) – Ocean Cay, MSC Marine Reserve – Miami, Florida

  • New Ship: Launched April 2025
Save up to £65
7 nights from £659PP
02 oct 2027

MSC Grandiosa

MSC Cruises Logo

A large, modern ship offering a contemporary cruise experience, with expansive public spaces, lively entertainment, and a vibrant onboard atmosphere.MSC Grandiosa is one of MSC Cruises’ largest ships and part of the Meraviglia-Plus Class, designed to deliver a big-ship cruising experience built around choice and variety. Carrying around 6,300 guests, the ship features a spacious indoor promenade, a wide range of dining venues, and a strong entertainment programme including shows, live music, and family-friendly activities. Accommodation ranges from inside and balcony cabins to suites, alongside the exclusive MSC Yacht Club, which offers a more private, premium experience within the ship. MSC Cruises is known for its international onboard atmosphere and contemporary ship design, making Grandiosa well suited to guests who enjoy large-scale cruising with plenty to do both day and night.

  • Mega Ship
  • Fun
  • Family-Friendly

Cruise: Port Canaveral, Florida – Nassau – Ocean Cay, MSC Marine Reserve – Cozumel – Costa Maya – Port Canaveral, Florida

Save up to £55
7 nights from £519PP
02 oct 2027

Carnival Dream

Carnival Cruises Logo

It's one thing to be fun, but it's another thing to be first. Carnival Dream was at the forefront of a recent wave of amazingly innovative and fun Carnival ships. As the genesis of the Dream class, Carnival Dream set the direction for the ships that followed in her footsteps — first Carnival Magic and then Carnival Breeze.But back to Carnival Dream: the ship itself is a unique experience with the way-fun RedFrog Rum Bar® and the very cool BlueIguana Tequila Bar™. Get your appetite ready, because you're gonna need it. Carnival Dream features two dual-level dining rooms, a gourmet steakhouse and dedicated sushi spot Bonsai Sushi™. It's also got a full menu of our latest and greatest casual spots for a bite: BlueIguana Cantina™, Pizzeria del Capitano, Guy's Burger Joint™ and Guy's Pig & Anchor Smokehouse™. (That's Guy as in Guy Fieri, by the way — so you know the food's delish.)Carnival Dream also features the borderline-magical Alchemy Bar® and Ocean Plaza, which combines tasty treats with perhaps even tastier entertainment. Entertainment options are all up and down the ship, and so is soaking-wet fun, from the heart-racing waterslide action at Carnival WaterWorks™ to the soul-soothing Thalassotherapy pool at the Cloud 9 Spa™.Despite its name, Carnival Dream is definitely a reality. Can't believe it? Pinch yourself… and book your dream cruise today.

  • Large Ship

Cruise: New Orleans, Louisiana – Cozumel – Progreso – New Orleans, Louisiana

Save up to £157
5 nights from £319PP
02 oct 2027

Carnival Festivale

Carnival Cruises Logo

CARNIVAL FESTIVALE: ALWAYS AN EVENT, ALWAYS UNFORGETTABLECarnival Festivale™ has a name that echoes one of our earliest ships, but this is a truly new release, and the features are made to help us band together to enjoy vacation, with extra experiences that focus on family harmony. What's on the playlist? Across the ship's six Zones — including two new ones that are music-inspired and incredibly immersive — you'll find things like the deck-spanning Studio 724 multimedia experience, featuring unique light and sound effects. The Mix brings a producer's touch to any cocktail-sipping session, while The Festival delivers the outdoor vibe and variety with its lineup of Pizza Palooza and Rhythm & Rolls Deli. Families will love the open-air Sunsation Point, with its Carnival WaterWorks Ultra and raft rides SunSoaker and Turning Tides, plus drier ways to play. But among all that's new, it's our pleasure to welcome back to the stage fan-favorite sip-alongs Alchemy Bar™ and Piano Bar 88™, show spot Limelight Lounge, and all-time flavor jams Big Chicken™ and Swirls. Is that the end? Of course not — we'll announce even more later!

  • Mega Ship
  • Lively
  • Family-Friendly

Cruise: Port Canaveral, Florida – Bonaire – Aruba – Celebration Key – Port Canaveral, Florida

Save up to £221
8 nights from £669PP
02 oct 2027

MSC Grandiosa

MSC Cruises Logo

A large, modern ship offering a contemporary cruise experience, with expansive public spaces, lively entertainment, and a vibrant onboard atmosphere.MSC Grandiosa is one of MSC Cruises’ largest ships and part of the Meraviglia-Plus Class, designed to deliver a big-ship cruising experience built around choice and variety. Carrying around 6,300 guests, the ship features a spacious indoor promenade, a wide range of dining venues, and a strong entertainment programme including shows, live music, and family-friendly activities. Accommodation ranges from inside and balcony cabins to suites, alongside the exclusive MSC Yacht Club, which offers a more private, premium experience within the ship. MSC Cruises is known for its international onboard atmosphere and contemporary ship design, making Grandiosa well suited to guests who enjoy large-scale cruising with plenty to do both day and night.

  • Mega Ship
  • Fun
  • Family-Friendly

Cruise: Port Canaveral, Florida – Nassau – Ocean Cay, MSC Marine Reserve – Cozumel – Costa Maya – Port Canaveral, Florida – Nassau – Ocean Cay, MSC Marine Reserve – Puerto Plata – Port Canaveral, Florida

Save up to £99
14 nights from £989PP
02 oct 2027

Harmony of the Seas

Royal Caribbean Logo

A mega ship offering a family-friendly cruise experience, with vast public spaces, headline attractions, and a lively atmosphere.Harmony of the Seas is part of Royal Caribbean’s Oasis Class and delivers one of the most feature-rich cruise experiences at sea. The ship is known for its neighbourhood-style layout, helping to break up the scale with distinct areas for dining, entertainment, and relaxation. Harmony of the Seas is scheduled to undergo a major amplification ahead of summer 2026, introducing refreshed public spaces and upgraded attractions designed to bring the ship in line with Royal Caribbean’s newest vessels. Accommodation includes inside, oceanview, balcony cabins, and suites, with options that can also suit solo travellers looking for a sociable, resort-style environment. Royal Caribbean is known for its high-energy, activity-led cruising style, making Harmony of the Seas a strong choice for families and groups seeking a modern mega-ship experience with continual upgrades.

  • Mega Ship
  • Fun-filled
  • Family-Friendly

Cruise: Port Canaveral, Florida – Coco Cay – Charlotte Amalie – Philipsburg – Port Canaveral, Florida

02 oct 2027

Celebrity Reflection

Celebrity Cruises Logo

A Solstice Class ship offering a premium cruise experience with spacious decks, a relaxed atmosphere, and a strong emphasis on comfort and sea views.Celebrity Reflection is part of Celebrity Cruises’ Solstice Class and is one of the largest ships in the class, offering a slightly more spacious feel than her sister ships. Carrying around 3,000 guests, Reflection features generous outdoor deck space, a wide range of dining venues, and well-designed public areas that balance openness with a calm onboard flow. Accommodation includes a high proportion of balcony cabins and an expanded suite offering, reflecting the Solstice Class focus on outdoor living. As a premium cruise line, Celebrity is known for quality dining, stylish surroundings, and attentive service, making Reflection well suited to guests seeking a polished, comfortable cruise experience with a relaxed and sociable onboard atmosphere.

  • Large Ship
  • Sophisticated
  • Premium

Cruise: Fort Lauderdale, Florida – Oranjestad – Willemstad – Kralendijk – Fort Lauderdale, Florida

Save up to £245
8 nights from £729PP
02 oct 2027

Symphony of the Seas

Royal Caribbean Logo

A mega ship offering a family-friendly cruise experience, with headline attractions, neighbourhood-style spaces, and a lively atmosphere.Symphony of the Seas is part of Royal Caribbean’s Oasis Class and delivers one of the most feature-packed cruise experiences at sea. Designed around distinct neighbourhoods, the ship balances its vast scale with clearly defined areas for dining, entertainment, and relaxation. Symphony of the Seas features standout attractions such as the FlowRider surf simulator, Ultimate Abyss dry slide, and The Perfect Storm waterslides, alongside a wide range of dining and entertainment venues. Well suited to families and multi-generational groups, the ship offers an energetic, resort-style experience with plenty of choice throughout the day and evening. Accommodation includes inside, oceanview, balcony cabins, and suites, with options that can also suit solo travellers. Royal Caribbean is known for its activity-led cruising style, making Symphony of the Seas a strong choice for guests seeking a modern mega-ship with iconic onboard features.

  • Mega Ship
  • Fun-filled
  • Family-Friendly

Cruise: Galveston, Texas – Cozumel – Costa Maya – Galveston, Texas

02 oct 2027

Vision of the Seas

Royal Caribbean Logo

A mid-sized ship offering a relaxed cruise experience, with classic design, open deck spaces, and a calm onboard atmosphere.Vision of the Seas is part of Royal Caribbean’s Vision Class and delivers a traditional cruising style focused on comfort and ease rather than headline attractions. The ship features well-proportioned public spaces, open deck areas, and familiar Royal Caribbean dining and entertainment options, creating a friendly, unhurried onboard vibe. Vision of the Seas suits couples and families who prefer a manageable ship size and a slower pace at sea. Accommodation includes inside, oceanview, balcony cabins, and suites, arranged in a practical layout. Royal Caribbean is known for its welcoming service and broad appeal, making Vision of the Seas a good choice for guests seeking a classic, mid-sized cruise experience with a laid-back feel.

  • Mid-Size Ship
  • Fun-filled
  • Family-Friendly

Cruise: Baltimore, Maryland – Kings Wharf – Kings Wharf – Baltimore, Maryland

02 oct 2027

Allure of the Seas

Royal Caribbean Logo

A mega ship offering a family-friendly cruise experience, with vast public spaces, big-ship attractions, and a lively atmosphere.Allure of the Seas is part of Royal Caribbean’s Oasis Class and delivers one of the most feature-rich cruise experiences at sea. The ship offers a wide range of entertainment, dining, and activity options designed to suit families, couples, and multi-generational groups, with multiple neighbourhood-style areas that help break up the ship’s scale. Allure of the Seas underwent a major refurbishment in 2025, introducing refreshed public spaces and modern attractions that bring the onboard experience in line with Royal Caribbean’s newer ships. Accommodation includes inside, oceanview, balcony cabins, and suites, with options that can also suit solo travellers looking for a sociable, large-ship environment. Royal Caribbean is known for its high-energy, activity-led cruising style, making Allure of the Seas a strong choice for guests who want a resort-style cruise with plenty happening day and night.

  • Mega Ship
  • Fun-filled
  • Family-Friendly

Cruise: Fort Lauderdale, Florida – Willemstad – Oranjestad – Cabo Rojo – Coco Cay – Fort Lauderdale, Florida

02 oct 2027

Enchantment of the Seas

Royal Caribbean Logo

A mid-sized ship offering a relaxed cruise experience, with classic Royal Caribbean styling and a calm onboard atmosphere.Enchantment of the Seas is part of Royal Caribbean’s Vision Class and delivers a traditional cruising style that prioritises comfort and ease over large-scale attractions. The ship features well-proportioned public spaces, open deck areas, and familiar Royal Caribbean dining and entertainment options, creating a friendly, easygoing onboard vibe. Enchantment of the Seas suits couples and families who prefer a manageable ship size and a slower pace at sea. Accommodation includes inside, oceanview, balcony cabins, and suites, arranged in a practical layout. Royal Caribbean is known for its welcoming service and broad appeal, making Enchantment of the Seas a good choice for guests seeking a classic, mid-sized cruise experience without the intensity of newer mega ships.

  • Mid-Size Ship
  • Fun-filled
  • Family-Friendly

Cruise: Tampa, Florida – Costa Maya – Cozumel – Roatán Island – Tampa, Florida

02 oct 2027

Freedom of the Seas

Royal Caribbean Logo

A large ship offering a family-friendly cruise experience, with signature Royal Caribbean attractions and a lively onboard atmosphere.Freedom of the Seas is part of Royal Caribbean’s Freedom Class and delivers a high-energy, activity-led cruise experience. The ship features standout attractions such as the FlowRider surf simulator and The Perfect Storm waterslides, alongside multiple pools, sports areas, and a wide choice of dining and entertainment venues. Freedom of the Seas is well suited to families and multi-generational groups, offering plenty to do onboard without the sheer scale of the newer Oasis Class ships. Accommodation includes inside, oceanview, balcony cabins, and suites, with options that can also suit solo travellers seeking a sociable large-ship environment. Royal Caribbean is known for its fun-focused cruising style, making Freedom of the Seas a strong choice for guests looking for classic big-ship excitement with recognisable, family-friendly features.

  • Large Ship
  • Fun-filled
  • Family-Friendly

Cruise: Miami, Florida – Falmouth – Coco Cay – Miami, Florida