Top Caribbean Walking & Biking Tours

Q: Which Caribbean Walking & Biking Tours have Instant Confirmation?

Caribbean Walking & Biking Tours with Instant Confirmation include: The Battle of Santo Domingo 4D Movie Experience Talking Buildings of Old San Juan: A Self-Guided Audio Tour Oranjestad, Aruba Historical GPS Self Guided Audio Walking Tour Guided tour with tasting of the Distillery Bonne Mère San Juan’s Historic Streets Audio Guided Walking Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Walking & Biking Tours have Hotel Pickup?

No problem. These Caribbean Walking & Biking Tours include Hotel Pickup: Margaritaville Hip-Strip and Great River Rafting Private Tour Jamaica Bamboo Rafting With Limestone Massage Small Group ATV and Buggy Tour Punta Cana ATV or Buggy Tour with Beach, Cave, and Tastings Christiansted's Artisan Shopping Tour 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 →

Hire Photographer, Professional Photo Shoot - Barbados

Professional photo shoot in unique Barbados locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered …More

4.3 (11)

Hire Photographer, Professional Photo Shoot - Barbados

Professional photo shoot in unique Barbados locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered...

4 hours Free Cancellation

4.3 (11)

from
$49

Professional photo shoot in unique Puerto Rico locations. We will create amazing photo memories from your visit. You will be able to see undiscovered locations …More

5.0 (2)

Family Photographer in Puerto Rico

Professional photo shoot in unique Puerto Rico locations. We will create amazing photo memories from your visit. You will be able to see undiscovered locations...

1 hour Free Cancellation

5.0 (2)

from
$49

Hire Photographer, Professional Photo Shoot - Bahamas

Professional photo shoot in unique Bahamas locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered …More

5.0 (1)

Hire Photographer, Professional Photo Shoot - Bahamas

Professional photo shoot in unique Bahamas locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered...

4 hours Free Cancellation

5.0 (1)

from
$49

Hire Photographer, Professional Photo Shoot - Puerto Rico

Professional photo shoot in unique Puerto Rico locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see …More

4.3 (11)

Hire Photographer, Professional Photo Shoot - Puerto Rico

Professional photo shoot in unique Puerto Rico locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see...

4 hours Free Cancellation

4.3 (11)

from
$49

A convenient and straightforward way to learn about and explore Old San Juan is with a local, knowledgeable guide who will lead you on an …More

4.9 (406)

Old San Juan Historical Walking Tour

A convenient and straightforward way to learn about and explore Old San Juan is with a local, knowledgeable guide who will lead you on an...

2 hours Free Cancellation

4.9 (406)

from
$50

Take a journey through local history and learn about the discovery and production of the Genuine Curaçao liqueur, world famous for its Blue Curaçao! Impress …More

4.8 (147)

Chobolobo's Cocktail Workshop

Take a journey through local history and learn about the discovery and production of the Genuine Curaçao liqueur, world famous for its Blue Curaçao! Impress...

2 hours Free Cancellation

4.8 (147)

from
$50

Explore San Juan on a guided bike tour that starts in Condado and follows the scenic coastline to historic Old San Juan. Enjoy breathtaking ocean …More

4.7 (74)

Small-Group Old San Juan Bike Tour

Explore San Juan on a guided bike tour that starts in Condado and follows the scenic coastline to historic Old San Juan. Enjoy breathtaking ocean...

2 hours Free Cancellation

4.7 (74)

from
$50

It's only a 4-mile walk up and down the tree-covered symbol of Saint Lucia- that is, up a winding trail that climbs the steep, rain …More

Soufriere, St Lucia

4.8 (224)

Gros Piton Hike with Dannyboy & Co.

It's only a 4-mile walk up and down the tree-covered symbol of Saint Lucia- that is, up a winding trail that climbs the steep, rain...

5 hours Hotel pickup offered Free Cancellation

4.8 (224)

from
$50

"Discover Old San Juan through a relaxed walking experience departing directly from the cruise piers. Stroll through colorful streets, historic plazas, and scenic coastal paths …More

5.0 (2)

Old San Juan Highlights Walk

"Discover Old San Juan through a relaxed walking experience departing directly from the cruise piers. Stroll through colorful streets, historic plazas, and scenic coastal paths...

1 hour Free Cancellation

5.0 (2)

from
$50

This isn’t just a walk — it’s your personal gateway into the heart of Willemstad Our private walking experience is fully tailored to your interests, …More

5.0 (8)

Willemstad Private Walking Tour Journey

This isn’t just a walk — it’s your personal gateway into the heart of Willemstad Our private walking experience is fully tailored to your interests,...

1 to 2 hours Free Cancellation

5.0 (8)

from
$50

The Dominican Republic is beautiful and everyday you can find some new place to enjoy that only some locals get to experience but Puerto Plata …More

Puerto Plata, Dominican Republic

5.0 (3)

The POP Experience with Ámbar

The Dominican Republic is beautiful and everyday you can find some new place to enjoy that only some locals get to experience but Puerto Plata...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$50

St Lucia Billy Goat Trail Hike in Marigot Bay Saint Lucia

The Billy Goat Trail is in the perfect location along the west coast. If you aren't keen on doing the Gros Piton Hike but are …More

5.0 (2)

St Lucia Billy Goat Trail Hike in Marigot Bay Saint Lucia

The Billy Goat Trail is in the perfect location along the west coast. If you aren't keen on doing the Gros Piton Hike but are...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$50

St Lucia Billy Goat Trail Hike in Marigot Bay Cruise Passengers

The Billy Goat Trail is in the perfect location along the west coast. If you aren't keen on doing the Gros Piton Hike but are …More

5.0 (2)

St Lucia Billy Goat Trail Hike in Marigot Bay Cruise Passengers

The Billy Goat Trail is in the perfect location along the west coast. If you aren't keen on doing the Gros Piton Hike but are...

2 to 4 hours Free Cancellation

5.0 (2)

from
$50

Artisan Puertorrican Winery and Distillery Tour

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can …More

5.0 (1)

Artisan Puertorrican Winery and Distillery Tour

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can...

1 to 2 hours Free Cancellation

5.0 (1)

from
$50

Montego Bay City and Food Tour All Inclusive Experience

Explore the vibrant heart of Montego Bay with this all-inclusive city and food tour. Stroll through the lively Montego Bay Market, savor authentic Jamaican street …More

Montego Bay, Jamaica

4.5 (2)

Montego Bay City and Food Tour All Inclusive Experience

Explore the vibrant heart of Montego Bay with this all-inclusive city and food tour. Stroll through the lively Montego Bay Market, savor authentic Jamaican street...

4 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$50

Hire Photographer, Professional Photo Shoot - Nassau

Professional photo shoot in unique Nassau locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered …More

5.0 (8)

Hire Photographer, Professional Photo Shoot - Nassau

Professional photo shoot in unique Nassau locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered...

4 hours Free Cancellation

5.0 (8)

from
$49

Private Professional Photoshoot Session in Curacao

Professional photo shoot in unique Curacao locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered …More

5.0 (1)

Private Professional Photoshoot Session in Curacao

Professional photo shoot in unique Curacao locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered...

4 hours Free Cancellation

5.0 (1)

from
$49

Hire Photographer, Professional Photo Shoot - Montego Bay

Professional photo shoot in unique Montego Bay locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see …More

Montego Bay, Jamaica

4.7 (3)

Hire Photographer, Professional Photo Shoot - Montego Bay

Professional photo shoot in unique Montego Bay locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see...

4 hours Free Cancellation

4.7 (3)

from
$49

Santo Domingo Small Group Walking Tour: Beer and Specialty Coffee

Join us for an unforgettable small group walking tour through the historic heart of Santo Domingo, the first European settlement in the Americas and a …More

Santo Domingo, Dominican Republic

4.9 (83)

Santo Domingo Small Group Walking Tour: Beer and Specialty Coffee

Join us for an unforgettable small group walking tour through the historic heart of Santo Domingo, the first European settlement in the Americas and a...

2 hours Free Cancellation

4.9 (83)

from
$50

Hire Photographer, Professional Photo Shoot - Punta Cana

Professional photo shoot in unique Punta Cana locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see …More

5.0 (1)

Hire Photographer, Professional Photo Shoot - Punta Cana

Professional photo shoot in unique Punta Cana locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see...

4 hours Free Cancellation

5.0 (1)

from
$49

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Walking & Biking Tours?

What are the best kid-friendly options for Caribbean Walking & Biking Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Walking & Biking Tours are:

View all kid-friendly Tours →

Which Caribbean Walking & Biking Tours have Instant Confirmation?

Which Caribbean Walking & Biking Tours have Free Cancellation?

Caribbean Walking & Biking Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Walking & Biking Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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