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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Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
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Filtering Visits Grand Turk ×9–12 nights × Clear all
Showing 21 of 21 sailings
Princess · Caribbean PrincessOne-way
Caribbean 12 nights Oct 18 – Oct 30, 2026 from Port Canaveral, Florida to Fort Lauderdale (Port Everglades), Florida
Port Canaveral, Florida · Port of Oranjestad, Aruba, Caribbean · … · Fort Lauderdale (Port Everglades), Florida8 ports
Port Canaveral, Florida · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Kennedy Space Center Visitor ComplexArubaKlein Bonaire27 Charcos of Damajagua +3 more
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from $824
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Royal Caribbean · Vision of the SeasOne-way
Caribbean 10 nights Oct 22 – Nov 1, 2026 from Baltimore, Maryland to San Juan, Puerto Rico
Baltimore, Maryland · Grand Turk, Turks and Caicos · … · San Juan, Puerto Rico8 ports
Baltimore, Maryland · Grand Turk, Turks and Caicos · Philipsburg, St. Maarten · Roseau, Dominica · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Gibbs Cay Private Stingray Swim & Reef SnorkelRandom Wind 'Paradise Day Sail'Boiling Lake HikeMount Pelée & Saint-Pierre +3 more
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from $916
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Princess · Sky PrincessRound-trip
Caribbean 9 nights Nov 20 – Nov 29, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida7 ports
Port Canaveral, Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Celebration Key, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaWalk El Morro & Old San Juan's City Walls +2 more
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from $753
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Princess · Enchanted PrincessRound-trip
Caribbean 10 nights Dec 27 – Jan 6, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaWalk El Morro & Old San Juan's City Walls +2 more
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from $1,371
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Holland America · ZuiderdamRound-trip
Bahamas 11 nights Mar 13 – Mar 24, 2027 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida9 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of Damajagua +3 more
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from $1,349
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Princess · Enchanted PrincessRound-trip
Caribbean 10 nights Mar 17 – Mar 27, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaWalk El Morro & Old San Juan's City Walls +2 more
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from $1,018
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Holland America · EurodamRound-trip
Bahamas 11 nights Mar 23 – Apr 3, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Cabo Rojo, Dominican Republic · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of Damajagua +3 more
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from $1,399
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Royal Caribbean · Independence of the SeasOne-way
Caribbean 9 nights May 10 – May 19, 2027 from Miami, Florida to Cape Liberty (Bayonne), New Jersey
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Grand Turk, Turks and Caicos · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Gibbs Cay Private Stingray Swim & Reef Snorkel +1 more
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from $815
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Royal Caribbean · Serenade of the SeasRound-trip
Caribbean 9 nights Oct 22 – Oct 31, 2027 from Tampa, Florida
Tampa, Florida · Nassau, Bahamas · … · Tampa, Florida6 ports
Tampa, Florida · Nassau, Bahamas · Samana, Dominican Republic · Labadee (Labadie), Haiti · Grand Turk, Turks and Caicos · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterSwim With the Wild Exuma PigsGibbs Cay Private Stingray Swim & Reef Snorkel
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from $1,075
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Celebrity · Celebrity ReflectionRound-trip
Caribbean 9 nights Oct 30 – Nov 8, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelPrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +1 more
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from $1,368
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Princess · Star PrincessRound-trip
Caribbean 9 nights Nov 14 – Nov 23, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida7 ports
Port Canaveral, Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaWalk El Morro & Old San Juan's City Walls +2 more
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from $799
Book This Cruise@ Cruisebound
Princess · Caribbean PrincessRound-trip
Caribbean 9 nights Nov 23 – Dec 2, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowArubaKlein BonaireGibbs Cay Private Stingray Swim & Reef Snorkel
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from $794
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Celebrity · Celebrity EclipseRound-trip
Caribbean 10 nights Dec 4 – Dec 14, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City WallsAruba +2 more
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from $1,328
Book This Cruise@ Cruisebound
Princess · Caribbean PrincessRound-trip
Caribbean 9 nights Dec 14 – Dec 23, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelArubaKlein Bonaire
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from $629
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Celebrity · Celebrity ApexRound-trip
Caribbean 10 nights Dec 18 – Dec 28, 2027 from Orlando, Florida
Orlando, Florida · Philipsburg, St. Maarten · … · Orlando, Florida7 ports
Orlando, Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Grand Turk, Turks and Caicos · Orlando, Florida
★ Bucket-list Random Wind 'Paradise Day Sail'Cosol ToursPrivate Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat Charter +1 more
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from $2,167
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MSC Cruises · MSC GrandiosaRound-trip
Caribbean 11 nights Dec 19 – Dec 30, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Nassau, Bahamas · … · Port Canaveral, Florida9 ports
Port Canaveral, Florida · Nassau, Bahamas · Ocean Cay, Bahamas · Port Canaveral, Florida · Ocean Cay, Bahamas · Nassau, Bahamas · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSwim With the Wild Exuma PigsShipwreck Snorkel SafariThe full 27 jumps at the Damajagua Waterfalls +1 more
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from $1,284
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Princess · Caribbean PrincessRound-trip
Caribbean 9 nights Jan 4 – Jan 13, 2028 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelArubaKlein Bonaire
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from $696
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Princess · Caribbean PrincessRound-trip
Caribbean 9 nights Jan 25 – Feb 3, 2028 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelAruba
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from $716
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Celebrity · Celebrity EclipseRound-trip
Caribbean 12 nights Feb 28 – Mar 11, 2028 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +3 more
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from $1,067
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Princess · Star PrincessRound-trip
Caribbean 9 nights Mar 5 – Mar 14, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida7 ports
Port Canaveral, Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaWalk El Morro & Old San Juan's City Walls +2 more
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from $1,224
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 12 nights Apr 10 – Apr 22, 2028 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +3 more
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from $1,411
Book This Cruise@ Cruisebound

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.

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