Top Caribbean Multi-day Tours

Q: What are the best options for Caribbean Multi-day Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Multi-day Tours are: "1-Day Hike & Camp with Turtle Watching at Paria Bay" Dominican Republic: See Almost it ALL in 6 Days, 1st Class Custom Tours Multi-day Barbados 4WD Tour from Accra Beach Hotel Jamaica Bob Sled, Blue Hole & Bob Marley Nine Miles, 3 Tours from Ocho Rios Puerto Rico West Coast Self Guided Tour

Q: What are the best kid-friendly options for Caribbean Multi-day Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Multi-day Tours are: Dunn's River Falls and Ocho Rios Sightseeing with Shopping Buggies Off Road Extreme From Punta Cana Horseback Riding along the Beach SANTO DOMINGO/ City tour - the best Adventures & traditional "1-Day Hike & Camp with Turtle Watching at Paria Bay" View all kid-friendly Tours →

Q: Which Caribbean Multi-day Tours have Instant Confirmation?

Caribbean Multi-day Tours with Instant Confirmation include: The Ultimate Self-Guided Hidden Gems Tour in Puerto Rico Secret Spots in North Puerto Rico: Self Guided Tour Puerto Rico West Coast Self Guided Tour Puerto Rico Unlocked 500+ Hidden Gems and Spots Dunn's River Falls and Ocho Rios Sightseeing with Shopping View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Multi-day Tours have Hotel Pickup?

No problem. These Caribbean Multi-day Tours include Hotel Pickup: Dunn's River Falls and Ocho Rios Sightseeing with Shopping Buggies Off Road Extreme From Punta Cana ATV o Buggy Adventure and Hip Hop Party Boat Combo with Open Bar Horseback Riding along the Beach SANTO DOMINGO/ City tour - the best Adventures & traditional View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho Rios

Leave Ocho Rios behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation …More

Ocho Rios, Jamaica

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho Rios

Leave Ocho Rios behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation...

2 days Hotel pickup offered Free Cancellation

from
$1,077

Blue Mountains, Port Royal and Kingston 2-Day Tour from Runaway Bay

Leave Runaway Bay behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation …More

Runaway Bay, Jamaica

Blue Mountains, Port Royal and Kingston 2-Day Tour from Runaway Bay

Leave Runaway Bay behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation...

2 days Hotel pickup offered Free Cancellation

from
$1,128

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at …More

Discover St.Lucia Multi day Tour

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at...

5 days Hotel pickup offered Free Cancellation

from
$1,200

7-Day Adventure Tour in Punta Cana with Pickup

The scenic vistas and the emotion-charged adventures are one of the main reasons Punta Cana emerged as one of the most loved and visited destinations …More

Punta Cana, Dominican Republic

7-Day Adventure Tour in Punta Cana with Pickup

The scenic vistas and the emotion-charged adventures are one of the main reasons Punta Cana emerged as one of the most loved and visited destinations...

7 days

from
$1,221

All-Inclusive Cycling Tour of Jamaica - 5 Day/4 Night Biannual (Road Bikes)

Available in April and November, the Jamaica Reggae Ride will take cyclists on a 3 day, escorted bike ride across the scenic south and north …More

Runaway Bay, Jamaica

5.0 (3)

All-Inclusive Cycling Tour of Jamaica - 5 Day/4 Night Biannual (Road Bikes)

Available in April and November, the Jamaica Reggae Ride will take cyclists on a 3 day, escorted bike ride across the scenic south and north...

4 days Free Cancellation

5.0 (3)

from
$1,309

Private 6 Days All Included Tour from Sto Domingo to Punta Cana

We are a subsidiary of Quetzal Excursions renowned for its quality, with over 10 years in tourism, our expertly crafted itinerary ensures excellence and inclusivity. …More

Santo Domingo, Dominican Republic

Private 6 Days All Included Tour from Sto Domingo to Punta Cana

We are a subsidiary of Quetzal Excursions renowned for its quality, with over 10 years in tourism, our expertly crafted itinerary ensures excellence and inclusivity....

6 days

from
$1,499

‘’An exclusive opportunity to discover the Dominican Republic with its history, landscapes, beaches and culture. A trip that combines from the colonial historical past to …More

Punta Cana, Dominican Republic

9 Days Multi-Day Tour in Punta Cana

‘’An exclusive opportunity to discover the Dominican Republic with its history, landscapes, beaches and culture. A trip that combines from the colonial historical past to...

9 days

from
$1,499

A family holiday in Curacao is simply the perfect Caribbean destination for your child’s first beach vacation. Beyond the long sunny days and pristine beaches, …More

Willemstad, Curacao

Family Holiday in Curaçao 7Days 6Nights

A family holiday in Curacao is simply the perfect Caribbean destination for your child’s first beach vacation. Beyond the long sunny days and pristine beaches,...

7 days Hotel pickup offered

from
$1,909

5-Day Luxury ADULT ONLY Vacation in Negril

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's …More

Montego Bay, Jamaica

5-Day Luxury ADULT ONLY Vacation in Negril

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's...

5 days Hotel pickup offered Free Cancellation

from
$2,150

6-Day Private Tour between Bayahibe and Samana Bay

As a subsidiary of Quetzal Excursions, we bring over 10 years of tourism excellence. Our 6-day, 5-night tour promises a high-quality, small-group experience across the …More

5.0 (7)

6-Day Private Tour between Bayahibe and Samana Bay

As a subsidiary of Quetzal Excursions, we bring over 10 years of tourism excellence. Our 6-day, 5-night tour promises a high-quality, small-group experience across the...

6 days

5.0 (7)

from
$2,190

This Multi-day Group Tour Will Take You To 6 Of The Best Beaches Of The Dominican Republic in 7 Days. It Includes All The Basics …More

7 Days, 6 Beaches: All-Inclusive Dominican Escape

This Multi-day Group Tour Will Take You To 6 Of The Best Beaches Of The Dominican Republic in 7 Days. It Includes All The Basics...

7 days

from
$2,199

7 Day Private Tour in Dominican Republic

Discover the Southern Route in the Dominican Republic through an exclusive 7-day private tour with Dominican Escape. Accompanied by Corine, your expert Freelance Guide, vibrate …More

5.0 (6)

7 Day Private Tour in Dominican Republic

Discover the Southern Route in the Dominican Republic through an exclusive 7-day private tour with Dominican Escape. Accompanied by Corine, your expert Freelance Guide, vibrate...

7 days Hotel pickup offered

5.0 (6)

from
$2,283

This private tour of Port au Prince/Kenscoff and Jacmel sets off with pickup from the airport, your hotel. You will visit a number of sites …More

PAP Kenscoff and Jacmel Tour From Haiti

This private tour of Port au Prince/Kenscoff and Jacmel sets off with pickup from the airport, your hotel. You will visit a number of sites...

6 days

from
$2,500

Experience nature and the beauty of Jamaica with the Family Eco Adventure Tour, a true learning experience for both you and the family. Best of …More

Ocho Rios, Jamaica

Island Explorer 7 Days North Coast Tour

Experience nature and the beauty of Jamaica with the Family Eco Adventure Tour, a true learning experience for both you and the family. Best of...

7 days Hotel pickup offered Free Cancellation

from
$2,750

7-Day Bus Tour Across Jamaica from Montego Bay

Experience Jamaica, its people, places, culture, heritage and delicious local cuisines! Travel along coastal roads with the blue Caribbean Sea as your backdrop. Pass through …More

Montego Bay, Jamaica

7-Day Bus Tour Across Jamaica from Montego Bay

Experience Jamaica, its people, places, culture, heritage and delicious local cuisines! Travel along coastal roads with the blue Caribbean Sea as your backdrop. Pass through...

7 days Free Cancellation

from
$2,769

Dominican Republic: See Almost it ALL in 6 Days, 1st Class Custom Tours

You absolutely will not find another tour out there as packed with activities and attractions as this one, provided by CharlieTheTraveler. You will also not …More

Punta Cana, Dominican Republic

5.0 (1)

Dominican Republic: See Almost it ALL in 6 Days, 1st Class Custom Tours

You absolutely will not find another tour out there as packed with activities and attractions as this one, provided by CharlieTheTraveler. You will also not...

6 days

5.0 (1)

from
$2,963

Jamaica 8-Days Island Tour From Montego Bay

Exploring Jamaica on this 8-day sightseeing vacation tour package which will take you across Jamaica to experience some of the most amazing locations the island …More

Montego Bay, Jamaica

Jamaica 8-Days Island Tour From Montego Bay

Exploring Jamaica on this 8-day sightseeing vacation tour package which will take you across Jamaica to experience some of the most amazing locations the island...

8 days Hotel pickup offered Free Cancellation

from
$3,077

5 Day Package to Santiago and Puerto Plata with Accommodation

Immerse yourself in the Dominican essence with our exclusive 4 nights and 5 days package! Start your adventure in the heart of Santiago de los …More

Puerto Plata, Dominican Republic

5 Day Package to Santiago and Puerto Plata with Accommodation

Immerse yourself in the Dominican essence with our exclusive 4 nights and 5 days package! Start your adventure in the heart of Santiago de los...

5 days Free Cancellation

from
$3,440

Discover the best of Aruba in a week-long adventure—explore pristine beaches, vibrant local culture, and natural wonders like Arikok National Park. This 7-day, 6-night itinerary …More

Palm - Eagle Beach, Aruba

Aruba Highlights 7 Days and 6 Nights

Discover the best of Aruba in a week-long adventure—explore pristine beaches, vibrant local culture, and natural wonders like Arikok National Park. This 7-day, 6-night itinerary...

7 days Hotel pickup offered

from
$3,656

A 9 Day Private Tour Experience in Jamaica

Exploring Jamaica on this 9-day sightseeing vacation tour package which will take you across Jamaica to experience some of the most amazing locations the island …More

Ocho Rios, Jamaica

A 9 Day Private Tour Experience in Jamaica

Exploring Jamaica on this 9-day sightseeing vacation tour package which will take you across Jamaica to experience some of the most amazing locations the island...

9 days Hotel pickup offered Free Cancellation

from
$3,750