Bucket-List Cruise Adventures

Caribbean Cruises

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Where to? tap as many as you like 1 selected · clear Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
Luxury Azamara Explora Journeys Oceania Regent Seabourn Silversea Viking Ocean Windstar River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
Must visit a specific port
Reset
Filtering Caribbean × Clear all
Showing 36 of 6,697 sailings
Carnival · Carnival BreezeRound-trip
Mexico 4 nights Sep 17, 2026 from Galveston, Texas
Galveston, Texas · Cozumel, Mexico · Galveston, Texas
★ Bucket-list Moody GardensEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $593
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethOne-way
Alaska 40 nights Sep 17 – Oct 27, 2026 from Seattle, Washington to Miami, Florida
Seattle, Washington · Ketchikan, Alaska · … · Miami, Florida21 ports
Seattle, Washington · Ketchikan, Alaska · Juneau, Ak, Usa · Endicott Arm, Alaska · Victoria, British Columbia · Seattle, Washington · Los Angeles, California · Cabo San Lucas, Mexico · Puerto Quetzal, Guatemala · Fuerte Amador, Panama · Panama Canal, Panama · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Space Needle & Chihuly Garden of GlassMisty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…Endicott Arm & Dawes Glacier +15 more
View →
from $18,042
Book This Cruise@ Cruisebound
Royal Caribbean · Radiance of the SeasRound-trip
Caribbean 4 nights Sep 17 – Sep 21, 2026 from Tampa, Florida
Tampa, Florida · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $319
Book This Cruise@ Cruisebound
Royal Caribbean · Adventure of the SeasRound-trip
Caribbean 8 nights Sep 18 – Sep 26, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexBuck Island ReefPrivate Full-Day Boat CharterWalk El Morro & Old San Juan's City Walls +1 more
View →
from $1,232
Book This Cruise@ Cruisebound
Royal Caribbean · Wonder of the SeasRound-trip
Caribbean 3 nights Sep 18 – Sep 21, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakSwim With the Wild Exuma Pigs
View →
from $801
Book This Cruise@ Cruisebound
Carnival · Carnival DreamRound-trip
Mexico 7 nights Sep 19, 2026 from Galveston, Texas
Galveston, Texas · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Galveston, Texas
★ Bucket-list Moody GardensHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $605
Book This Cruise@ Cruisebound
Carnival · Carnival JubileeRound-trip
Caribbean 8 nights Sep 19, 2026 from Galveston, Texas
Galveston, Texas · Celebration Key, Bahamas · Half Moon Cay (Little San Salvador Island), Bahamas · Nassau, Bahamas · Galveston, Texas
★ Bucket-list Moody GardensKayak the Lucayan Caves & Gold Rock Beach with the…Horseback Riding by Land & SeaSwim With the Wild Exuma Pigs
View →
from $880
Book This Cruise@ Cruisebound
Carnival · Carnival MagicRound-trip
Caribbean 8 nights Sep 19, 2026 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Curacao, Caribbean · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaKlein BonaireKlein Curaçao Private Day Trip
View →
from $1,047
Book This Cruise@ Cruisebound
Carnival · Carnival SunriseRound-trip
Caribbean 5 nights Sep 19, 2026 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Nassau, Bahamas · Celebration Key, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaSwim With the Wild Exuma PigsKayak the Lucayan Caves & Gold Rock Beach with the…
View →
from $224
Book This Cruise@ Cruisebound
Carnival · Carnival ValorRound-trip
Caribbean 5 nights Sep 19, 2026 from New Orleans, Louisiana
New Orleans, Louisiana · Cozumel, Mexico · Progreso, Mexico · New Orleans, Louisiana
★ Bucket-list Steamboat NatchezEl Cielo + Palancar + Columbia 3-Stop SnorkelChichén Itzá
View →
from $462
Book This Cruise@ Cruisebound
Carnival · Carnival VistaRound-trip
Caribbean 8 nights Sep 19, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
View →
from $647
Book This Cruise@ Cruisebound
Carnival · Mardi GrasRound-trip
Mexico 7 nights Sep 19, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Cozumel, Mexico · Roatan, Honduras · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…El Cielo + Palancar + Columbia 3-Stop SnorkelHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…
View →
from $656
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Sep 19 – Sep 26, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Cozumel, Mexico · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City SandbarBlue Hole & Secret Falls +1 more
View →
from $2,093
Book This Cruise@ Cruisebound
MSC Cruises · MSC World AmericaRound-trip
Bahamas 7 nights Sep 19 – Sep 26, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsShipwreck Snorkel Safari
View →
from $598
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Sep 19 – Sep 26, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
View →
from $329
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $519
Book This Cruise@ Cruisebound
Regent · Seven Seas VoyagerOne-way
Caribbean 9 nights Sep 19 – Sep 28, 2026 from Le Havre (Paris), France to Barcelona, Spain
Le Havre (Paris), France · Willis Island · … · Barcelona, Spain9 ports
Le Havre (Paris), France · Willis Island · La Coruna, Spain · Lisbon, Portugal · Willis Island · Malaga, Spain · Cartagena, Colombia · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Private Paris Highlights & Seine River Cruise from…Zodiac Circumnavigation of Willis IslandSantiago de CompostelaSintra +4 more
View →
from $14,099
Book This Cruise@ Cruisebound
Royal Caribbean · Allure of the SeasRound-trip
Bahamas 8 nights Sep 19 – Sep 27, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more
View →
from $668
Book This Cruise@ Cruisebound
Royal Caribbean · Enchantment of the SeasRound-trip
Mexico 7 nights Sep 19 – Sep 26, 2026 from Tampa, Florida
Tampa, Florida · Roatan, Honduras · … · Tampa, Florida6 ports
Tampa, Florida · Roatan, Honduras · Costa Maya, Mexico · Belize City, Belize · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan RuinsGreat Blue Hole Flightseeing & Lighthouse Reef Sno… +1 more
View →
from $640
Book This Cruise@ Cruisebound
Royal Caribbean · Freedom of the SeasRound-trip
Caribbean 5 nights Sep 19 – Sep 24, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakSwim With the Wild Exuma Pigs
View →
from $475
Book This Cruise@ Cruisebound
Royal Caribbean · Grandeur of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from Colon, Panama
Colon, Panama · Cartagena, Colombia · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Colon, Panama
★ Bucket-list Panama Canal Full TransitThe Roman Theatre of Cartagena with the Rafael Mon…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…
View →
from $1,022
Book This Cruise@ Cruisebound
Royal Caribbean · Harmony of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Nassau, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Full-Day Boat CharterDaredevil's PeakSwim With the Wild Exuma Pigs
View →
from $759
Book This Cruise@ Cruisebound
Royal Caribbean · Icon of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
View →
from $1,426
Book This Cruise@ Cruisebound
Royal Caribbean · Mariner of the SeasRound-trip
Caribbean 5 nights Sep 19 – Sep 24, 2026 from Galveston, Texas
Galveston, Texas · Costa Maya, Mexico · Cozumel, Mexico · Galveston, Texas
★ Bucket-list Moody GardensChacchoben Mayan RuinsEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $669
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterJost Van DykeRandom Wind 'Paradise Day Sail' +2 more
View →
from $557
Book This Cruise@ Cruisebound
Virgin · Resilient LadyRound-trip
Bahamas 5 nights Sep 19, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelSwim with Wild Dolphins at Honeymoon Harbour
View →
from $1,045
Book This Cruise@ Cruisebound
Carnival · Carnival CelebrationRound-trip
Bahamas 7 nights Sep 20, 2026 from Miami, Florida
Miami, Florida · Nassau, Bahamas · … · Miami, Florida6 ports
Miami, Florida · Nassau, Bahamas · Amber Cove, Dominican Republic · Half Moon Cay (Little San Salvador Island), Bahamas · Celebration Key, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs27 Charcos of DamajaguaHorseback Riding by Land & Sea +1 more
View →
from $474
Book This Cruise@ Cruisebound
Carnival · Carnival HorizonRound-trip
Caribbean 6 nights Sep 20, 2026 from Miami, Florida
Miami, Florida · Celebration Key, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Kayak the Lucayan Caves & Gold Rock Beach with the…Martha Brae River Bamboo RaftingStingray City Sandbar
View →
from $509
Book This Cruise@ Cruisebound
Carnival · Carnival LibertyRound-trip
Caribbean 7 nights Sep 20, 2026 from New Orleans, Louisiana
New Orleans, Louisiana · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · New Orleans, Louisiana
★ Bucket-list Steamboat NatchezHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $371
Book This Cruise@ Cruisebound
Carnival · Carnival ParadiseRound-trip
Caribbean 4 nights Sep 20, 2026 from Tampa, Florida
Tampa, Florida · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $334
Book This Cruise@ Cruisebound
Carnival · Carnival PrideRound-trip
Caribbean 7 nights Sep 20, 2026 from Baltimore, Maryland
Baltimore, Maryland · Nassau, Bahamas · Half Moon Cay (Little San Salvador Island), Bahamas · Celebration Key, Bahamas · Baltimore, Maryland
★ Bucket-list National AquariumSwim With the Wild Exuma PigsHorseback Riding by Land & SeaKayak the Lucayan Caves & Gold Rock Beach with the…
View →
from $884
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas 7 nights Sep 20, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City Sandbar +1 more
View →
from $1,263
Book This Cruise@ Cruisebound
Celebrity · Celebrity ReflectionRound-trip
Bahamas 6 nights Sep 20 – Sep 26, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Bimini, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop SnorkelSwim with Wild Dolphins at Honeymoon Harbour
View →
from $631
Book This Cruise@ Cruisebound
MSC Cruises · MSC SeascapeRound-trip
Caribbean 7 nights Sep 20 – Sep 27, 2026 from Galveston, Texas
Galveston, Texas · Costa Maya, Mexico · Roatan, Honduras · Cozumel, Mexico · Galveston, Texas
★ Bucket-list Moody GardensChacchoben Mayan RuinsHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…El Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $2,694
Book This Cruise@ Cruisebound
MSC Cruises · MSC SeashoreRound-trip
Bahamas 7 nights Sep 20 – Sep 27, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Nassau, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Nassau, Bahamas · Cozumel, Mexico · Costa Maya, Mexico · Ocean Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSwim With the Wild Exuma PigsEl Cielo + Palancar + Columbia 3-Stop SnorkelChacchoben Mayan Ruins +1 more
View →
from $343
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Sep 20 – Sep 27, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
View →
from $729
Book This Cruise@ Cruisebound
Load more 6,661 more

Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

23 lines
aboard
MSC Cruises Royal Caribbean Carnival Viking River Norwegian AmaWaterways Costa Princess Celebrity Avalon Disney Viking Ocean Holland America Silversea Oceania Virgin Regent Explora Journeys Cunard Azamara Windstar Seabourn Virgin Voyages