Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

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

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Showing 36 of 340 sailings
Virgin · Resilient LadyRound-trip
Bahamas 4 nights Sep 24, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $796
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Carnival · Carnival DreamRound-trip
Bahamas 7 nights Sep 26, 2026 from Galveston, Texas
Galveston, Texas · Key West, Florida · Celebration Key, Bahamas · Nassau, Bahamas · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Swim With the Wild Exuma Pigs
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from $700
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Carnival · Carnival LibertyRound-trip
Bahamas 7 nights Sep 27, 2026 from New Orleans, Louisiana
New Orleans, Louisiana · Key West, Florida · Celebration Key, Bahamas · Nassau, Bahamas · New Orleans, Louisiana
★ Bucket-list Steamboat NatchezDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Swim With the Wild Exuma Pigs
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from $553
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Virgin · Resilient LadyRound-trip
Bahamas 4 nights Oct 8, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $796
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Carnival · Carnival DreamRound-trip
Bahamas 7 nights Oct 10, 2026 from Galveston, Texas
Galveston, Texas · Key West, Florida · Celebration Key, Bahamas · Nassau, Bahamas · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Swim With the Wild Exuma Pigs
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from $850
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Carnival · Carnival LibertyRound-trip
Bahamas 7 nights Oct 11, 2026 from New Orleans, Louisiana
New Orleans, Louisiana · Key West, Florida · Celebration Key, Bahamas · Nassau, Bahamas · New Orleans, Louisiana
★ Bucket-list Steamboat NatchezDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Swim With the Wild Exuma Pigs
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from $336
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Royal Caribbean · Jewel of the SeasRound-trip
Caribbean 4 nights Oct 12 – Oct 16, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Perfect Day at CocoCay · Nassau, Bahamas · Key West, Florida · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDaredevil's PeakSwim With the Wild Exuma PigsDry Tortugas National Park
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from $388
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Carnival · Carnival DreamRound-trip
Caribbean 14 nights Oct 17, 2026 from Galveston, Texas
Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports
Galveston, Texas · Key West, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City Walls +5 more
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from $1,110
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Oct 18 – Oct 25, 2026 from Tampa, Florida
Tampa, Florida · Key West, Florida · Bimini, Bahamas · Nassau, Bahamas · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterDry Tortugas National ParkSwim with Wild Dolphins at Honeymoon HarbourSwim With the Wild Exuma Pigs
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from $511
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Virgin · Resilient LadyRound-trip
Bahamas 4 nights Oct 22, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $636
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Carnival · Carnival SpiritRound-trip
Bahamas 7 nights Oct 24, 2026 from Mobile, Alabama
Mobile, Alabama · Key West, Florida · Celebration Key, Bahamas · Half Moon Cay (Little San Salvador Island), Bahamas · Mobile, Alabama
★ Bucket-list USS Alabama BattleshipDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Horseback Riding by Land & Sea
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from $709
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Holland America · EurodamRound-trip
Bahamas 7 nights Oct 24 – Oct 31, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Key West, Florida · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & Sea27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel +1 more
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from $749
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Carnival · Carnival LibertyRound-trip
Bahamas 7 nights Oct 25, 2026 from New Orleans, Louisiana
New Orleans, Louisiana · Key West, Florida · Celebration Key, Bahamas · Nassau, Bahamas · New Orleans, Louisiana
★ Bucket-list Steamboat NatchezDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Swim With the Wild Exuma Pigs
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from $729
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Carnival · Carnival SpiritRound-trip
Caribbean 8 nights Oct 31, 2026 from Mobile, Alabama
Mobile, Alabama · Key West, Florida · … · Mobile, Alabama6 ports
Mobile, Alabama · Key West, Florida · Celebration Key, Bahamas · Princess Cays, Bahamas · Nassau, Bahamas · Mobile, Alabama
★ Bucket-list USS Alabama BattleshipDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Private Bungalow Day +1 more
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from $852
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Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Oct 31 – Nov 7, 2026 from Port Canaveral, Florida
Orlando, Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Orlando, Florida
★ Bucket-list Dry Tortugas National ParkStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
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from $2,359
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Celebrity · Celebrity ReflectionRound-trip
Caribbean 4 nights Nov 2 – Nov 6, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Perfect Day at CocoCay · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkDaredevil's PeakSwim With the Wild Exuma Pigs
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from $413
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Celebrity · Celebrity ReflectionRound-trip
Bahamas 3 nights Nov 6 – Nov 9, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Grand Bahama Island · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkUNEXSO
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from $470
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Carnival · Carnival DreamRound-trip
Bahamas 7 nights Nov 7, 2026 from Galveston, Texas
Galveston, Texas · Key West, Florida · Celebration Key, Bahamas · Nassau, Bahamas · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Swim With the Wild Exuma Pigs
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from $690
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Celebrity · Celebrity ReflectionRound-trip
Bahamas 4 nights Nov 9 – Nov 13, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkDaredevil's Peak
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from $401
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Holland America · ZuiderdamRound-trip
Bahamas 17 nights Nov 11 – Nov 28, 2026 from Miami, Florida
Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · … · Miami, Florida12 ports
Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida · Key West, Florida · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Klein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +6 more
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from $1,479
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Celebrity · Celebrity ReflectionRound-trip
Bahamas 3 nights Nov 13 – Nov 16, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Grand Bahama Island · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkUNEXSO
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from $391
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Carnival · Carnival SpiritRound-trip
Bahamas 8 nights Nov 14, 2026 from Mobile, Alabama
Mobile, Alabama · Key West, Florida · … · Mobile, Alabama6 ports
Mobile, Alabama · Key West, Florida · Celebration Key, Bahamas · Princess Cays, Bahamas · Nassau, Bahamas · Mobile, Alabama
★ Bucket-list USS Alabama BattleshipDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Private Bungalow Day +1 more
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from $592
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Holland America · EurodamRound-trip
Bahamas 14 nights Nov 14 – Nov 28, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida11 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Key West, Florida · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue HoleStingray City Sandbar +4 more
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from $1,169
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Nov 15 – Nov 22, 2026 from Tampa, Florida
Tampa, Florida · Key West, Florida · Bimini, Bahamas · Nassau, Bahamas · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterDry Tortugas National ParkSwim with Wild Dolphins at Honeymoon HarbourSwim With the Wild Exuma Pigs
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from $693
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Celebrity · Celebrity ReflectionRound-trip
Bahamas 4 nights Nov 16 – Nov 20, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkSwim With the Wild Exuma Pigs
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from $301
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Virgin · Scarlet LadyRound-trip
Bahamas 4 nights Nov 19, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $636
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Celebrity · Celebrity ReflectionRound-trip
Bahamas 3 nights Nov 20 – Nov 23, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Grand Bahama Island · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkUNEXSO
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from $320
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Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Nov 20 – Dec 11, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · … · Fort Lauderdale (Port Everglades), Florida13 ports
Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Scarborough, Tobago · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Key West, Florida · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowKlein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…Horseback Riding by Land & Sea +7 more
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from $2,024
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Holland America · EurodamRound-trip
Bahamas 14 nights Nov 21 – Dec 5, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida11 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Key West, Florida · Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & Sea27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel +3 more
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from $1,214
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Holland America · ZuiderdamRound-trip
Caribbean 7 nights Nov 21 – Nov 28, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · … · Miami, Florida6 ports
Miami, Florida · Key West, Florida · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkBlue HoleStingray City Sandbar +1 more
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from $749
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Celebrity · Celebrity ReflectionRound-trip
Bahamas 4 nights Nov 23 – Nov 27, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkSwim With the Wild Exuma Pigs
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from $418
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Celebrity · Celebrity ReflectionRound-trip
Bahamas 3 nights Nov 27 – Nov 30, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Grand Bahama Island · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkUNEXSO
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from $363
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Carnival · Carnival SpiritRound-trip
Bahamas 8 nights Nov 28, 2026 from Mobile, Alabama
Mobile, Alabama · Key West, Florida · … · Mobile, Alabama6 ports
Mobile, Alabama · Key West, Florida · Celebration Key, Bahamas · Princess Cays, Bahamas · Nassau, Bahamas · Mobile, Alabama
★ Bucket-list USS Alabama BattleshipDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Private Bungalow Day +1 more
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from $562
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Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Nov 28 – Dec 5, 2026 from Port Canaveral, Florida
Orlando, Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Orlando, Florida
★ Bucket-list Dry Tortugas National ParkStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
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from $1,147
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Nov 29 – Dec 6, 2026 from Tampa, Florida
Tampa, Florida · Key West, Florida · Bimini, Bahamas · Nassau, Bahamas · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterDry Tortugas National ParkSwim with Wild Dolphins at Honeymoon HarbourSwim With the Wild Exuma Pigs
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from $572
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Nov 29 – Dec 20, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida15 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Scarborough, Tobago · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Key West, Florida · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks… +8 more
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from $2,059
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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
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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