Island Hopping Tours & Trips in Caribbean
4.5 stars on(7,344 reviews)- Choose from 19 Caribbean tours
- 24/7 customer support
10 best Island Hopping Caribbean tour packages
Compiled by
MelissaCaribbean travel expert at TourRadar
- Caribbean Yachting Discovery 2025-2026
- Caribbean Yachting Hideaways 2025-2026
- Discover the yachting islands of the Caribbean 2025-2026 - 15 Days (including St. John)
- Work+Travel Barbados, Grenada and Trinidad and Tobago (3 months)
- Island Hopping in the Kaleidoscope of the Caribbean
- Island Hopping Caribbean
- Caribbean Yachting Hideaways 2025 - 8 Days (16 destinations)
- Discover the yachting islands of the Caribbean 2026 - 15 Days
- Caribbean Yachting Hideaways 2026
- Splendours of the Caribbean 2027
- Embark on a luxury yacht cruise from St. John's
- Explore the pink sands of Barbuda's beaches
- Tour Fort Napoleon in the Les Saintes archipelago
Duration 8 days Destinations Antigua and Barbuda, Guadeloupe, Virgin Island, British, Puerto Rico Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $7,990
52% Off- US$3,820You save $4,170
- Embark on a luxury yacht cruise from San Juan
- Explore Culebra's white-sand beaches and reefs
- Stroll through Cruz Bay's bustling streets
Duration 8 days Destinations Puerto Rico, Virgin Island, British, Antigua and Barbuda Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $7,990
52% Off- US$3,820You save $4,170
- Embark on a luxury yacht cruise from San Juan
- Explore the vibrant marine life of Culebra
- Relax on the stunning beaches of Jost Van Dyke
Duration 15 days Destinations Puerto Rico, Virgin Island, British, Guadeloupe Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $16,380
51% Off- US$8,040You save $8,340
- Explore Barbados, the birthplace of rum
- Enjoy surf and turf activities in Barbados
- Discover Grenada's organic chocolate and spices
No departure dates availableDuration 90 days Destinations Barbados, Grenada, Trinidad and Tobago Age Range 18 to 50 year olds Operated in English Operator SOCA ISLANDS 
- Arrive and unwind in Castara village
- Snorkel and relax on Caribbean beaches
- Explore Tobago Cays on a luxury catamaran
No departure dates availableDuration 19 days Destinations Saint Vincent and the Grenadines, Trinidad and Tobago, Barbados, Martinique Age Range up to 85 year olds Operated in Only: German Operator DIAMIR Erlebnisreisen 
- Explore the spice island of Grenada
- Relax at Kalinago Beach Resort
- Sail through the Grenadines on a yacht
No departure dates availableDuration 15 days Destinations St Georges, Carriacou, Tobago Cays, Mayreau, Bequia Age Range up to 100 year olds Operated in Only: German Operator avenTOURa 
- Embark on a luxury yacht cruise from San Juan
- Explore the white sands of Flamenco Beach
- Tour the historic Annaberg Plantation Ruins
Duration 8 days Destinations Puerto Rico, Virgin Island, British, Guadeloupe, Antigua and Barbuda Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $13,920
51% Off- US$6,867You save $7,053
- Embark on a luxury yacht in St. John's
- Explore the pink sands of Barbuda
- Visit Fort Napoleon in Les Saintes
Duration 15 days Destinations Antigua and Barbuda, Guadeloupe, Virgin Island, British, Virgin Islands, U.S., Puerto Rico Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $16,780
28% Off- US$12,110You save $4,670
- Embark on a luxury yacht in St. Thomas
- Swim and play with marina toys in Culebra
- Explore the shops of Cruz Bay, St. John
Duration 8 days Destinations Virgin Islands, U.S., Puerto Rico, Virgin Island, British, Antigua and Barbuda Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $8,390
51% Off- US$4,115You save $4,275
- Embark on a luxury yacht cruise from Saint Thomas
- Explore Cruz Bay's vibrant town and architecture
- Relax on Nevis's tranquil beaches and lush landscapes
Duration 7 days Destinations Virgin Islands, U.S., Antigua and Barbuda, Guadeloupe, Virgin Island, British, Puerto Rico Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $7,190
53% Off- US$3,405You save $3,785
More about Caribbean
Island Hopping