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 →

This family-friendly half-day excursion around Aruba will leave you educated on Aruba’s rich history and culture. Travel by an air-conditioned coach to famous landmarks and …More

Palm - Eagle Beach, Aruba

4.7 (282)

Aruba Sightseeing Tour with Transport

This family-friendly half-day excursion around Aruba will leave you educated on Aruba’s rich history and culture. Travel by an air-conditioned coach to famous landmarks and...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (282)

from
$56

Rockland's Bird Sanctuary Tour from Montego Bay/ Falmouth

Take a ride with us and experience the Rockland Bird Sanctuary with over 15 different species of bird eagerly fly around waiting for you to …More

Lucea, Jamaica

5.0 (2)

Rockland's Bird Sanctuary Tour from Montego Bay/ Falmouth

Take a ride with us and experience the Rockland Bird Sanctuary with over 15 different species of bird eagerly fly around waiting for you to...

2 hours Hotel pickup offered

5.0 (2)

from
$56

There is a magical feeling to the area of Old San Juan known for its rich history, five century old forts, romantic ambiance and old …More

4.5 (2)

Old San Juan Walking Tour

There is a magical feeling to the area of Old San Juan known for its rich history, five century old forts, romantic ambiance and old...

2 hours Free Cancellation

4.5 (2)

from
$56

Welcoming you for a short stay on the island, we know you’re only here for a day, and we will see to it that your …More

4.8 (4)

Cruise Excursions in St. Lucia

Welcoming you for a short stay on the island, we know you’re only here for a day, and we will see to it that your...

2 to 5 hours Free Cancellation

4.8 (4)

from
$56

Taste of Otrobanda: SelfGuided Food Culture & Murals tour.

All you need is your phone and a healthy appetite to take this tasty food tour. You will see, taste and experience this bario through …More

5.0 (3)

Taste of Otrobanda: SelfGuided Food Culture & Murals tour.

All you need is your phone and a healthy appetite to take this tasty food tour. You will see, taste and experience this bario through...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$56

Private Mayfield Falls Waterfalls Tour [ Transportation ]

Mayfield Falls Tours allows you to discover the natural beauty and the history of Montego Bay as you journey to the Falls. Mayfield Falls featuring …More

Montego Bay, Jamaica

4.7 (7)

Private Mayfield Falls Waterfalls Tour [ Transportation ]

Mayfield Falls Tours allows you to discover the natural beauty and the history of Montego Bay as you journey to the Falls. Mayfield Falls featuring...

4 to 5 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$58

El Yunque Exclusive Waterslide Adventures with Transport

Transportation, pictures, videos, bottle water—all included! Experience the best-quality service with local tour guides born and raised here in Puerto Rico. Enjoy with the BEST!!!!!!! …More

4.9 (752)

El Yunque Exclusive Waterslide Adventures with Transport

Transportation, pictures, videos, bottle water—all included! Experience the best-quality service with local tour guides born and raised here in Puerto Rico. Enjoy with the BEST!!!!!!!...

6 hours 30 minutes Free Cancellation

4.9 (752)

from
$59

Old San Juan 2 Castles Walking Tour: El Morro & San Cristobal

Explore the cities top Old San Juan signature walking castles tour visiting Castillo San Cristobal and Castillo San Felipe Del Morro on a highly rated …More

4.9 (205)

Old San Juan 2 Castles Walking Tour: El Morro & San Cristobal

Explore the cities top Old San Juan signature walking castles tour visiting Castillo San Cristobal and Castillo San Felipe Del Morro on a highly rated...

2 hours 30 minutes Free Cancellation

4.9 (205)

from
$59

Sunrise Hike & Swim in Natural Pool: Escape the Crowds and Heat

Avoid the heat of the day by walking during the sunrise. We will begin our walk with our first view of the spectacular rugged northern …More

5.0 (120)

Sunrise Hike & Swim in Natural Pool: Escape the Crowds and Heat

Avoid the heat of the day by walking during the sunrise. We will begin our walk with our first view of the spectacular rugged northern...

3 hours 30 minutes Free Cancellation

5.0 (120)

from
$59

Ghosts and Legends of St. Thomas Charlotte Amalie Walking Tour

The Charlotte Amalie Ghost Walk isn’t just a collection of spooky stories—it’s the real deal. This tour was crafted through deep dives into forgotten books, …More

4.9 (16)

Ghosts and Legends of St. Thomas Charlotte Amalie Walking Tour

The Charlotte Amalie Ghost Walk isn’t just a collection of spooky stories—it’s the real deal. This tour was crafted through deep dives into forgotten books,...

2 hours Free Cancellation

4.9 (16)

from
$59

This tour is more than just a Latin dance class; it is a complete Caribbean cultural immersion! You will sip some tropical cocktails, learn the …More

4.7 (56)

Salsa Dancing Night Out in San Juan

This tour is more than just a Latin dance class; it is a complete Caribbean cultural immersion! You will sip some tropical cocktails, learn the...

2 hours 30 minutes Free Cancellation

4.7 (56)

from
$59

Private Bajan Rum & Cocktail Class with Award-Winning Mixologist

Learn to mix rum-based cocktails with your host and rummelier Dameain, voted "Mixologist of the year" in Barbados for two consecutive years! A brand ambassador …More

5.0 (8)

Private Bajan Rum & Cocktail Class with Award-Winning Mixologist

Learn to mix rum-based cocktails with your host and rummelier Dameain, voted "Mixologist of the year" in Barbados for two consecutive years! A brand ambassador...

1 hour Free Cancellation

5.0 (8)

from
$59

Board your bus for a 30 minute drive to the outskirts of Montego Bay and the “Shops of Rose Hall”, situated across from the Rose …More

Trelawny, Jamaica

5.0 (8)

Falmouth Shopping and Lunch Tour

Board your bus for a 30 minute drive to the outskirts of Montego Bay and the “Shops of Rose Hall”, situated across from the Rose...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (8)

from
$59

Enjoy a mouth-watering tour around the town of Ocho Rios, sampling local specialties and Jamaican street food. As you walk through the downtown area, your …More

Ocho Rios, Jamaica

4.3 (7)

Ocho Rios Street Eats

Enjoy a mouth-watering tour around the town of Ocho Rios, sampling local specialties and Jamaican street food. As you walk through the downtown area, your...

2 hours Free Cancellation

4.3 (7)

from
$59

Montego Bay’s downtown streets provide the setting for a walking tour of Jamaican street food, local specialties, architecture, and history. Rather than sticking to typical …More

Montego Bay, Jamaica

4.8 (4)

Street Food Tour in Montego Bay

Montego Bay’s downtown streets provide the setting for a walking tour of Jamaican street food, local specialties, architecture, and history. Rather than sticking to typical...

2 hours Free Cancellation

4.8 (4)

from
$59

Amber Cove Puerto Plata Waterfalls Excursion - Swim, Jump & Slide

The 7 Waterfalls of Damajagua, a stunning series of natural waterfalls in Puerto Plata, offer a thrilling adventure for nature lovers and adrenaline seekers alike. …More

Puerto Plata, Dominican Republic

5.0 (4)

Amber Cove Puerto Plata Waterfalls Excursion - Swim, Jump & Slide

The 7 Waterfalls of Damajagua, a stunning series of natural waterfalls in Puerto Plata, offer a thrilling adventure for nature lovers and adrenaline seekers alike....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$59

Old San Juan Historical Tour with Transportation & Fort Visit

Discover Old San Juan on a guided walking tour with a local guide and convenient one-way transportation from your hotel. Enjoy pickup from select San …More

Isla Verde, Puerto Rico

5.0 (1)

Old San Juan Historical Tour with Transportation & Fort Visit

Discover Old San Juan on a guided walking tour with a local guide and convenient one-way transportation from your hotel. Enjoy pickup from select San...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$59

Enjoy a mouth-watering tour around the town of Falmouth, sampling local specialties and Jamaican street food. As you walk through the downtown area, your guide …More

Trelawny, Jamaica

3.0 (1)

Falmouth Street Eats

Enjoy a mouth-watering tour around the town of Falmouth, sampling local specialties and Jamaican street food. As you walk through the downtown area, your guide...

2 hours Free Cancellation

3.0 (1)

from
$59

You should do this tour if you love adventure. Puerto Plata with its charms invites you to experience the 27 waterfalls of Damajagua (27 Charcos), …More

Puerto Plata, Dominican Republic

4.8 (535)

7 waterfalls+typical food

You should do this tour if you love adventure. Puerto Plata with its charms invites you to experience the 27 waterfalls of Damajagua (27 Charcos),...

4 hours Hotel pickup offered Free Cancellation

4.8 (535)

from
$60

Cacao Plantation and Chocolate Factory Tour- Classic

Visit La Esmeralda, an organic cacao plantation and learn all of the secrets hidden behind quality chocolate. Follow your sense of smell to our chocolate …More

4.9 (22)

Cacao Plantation and Chocolate Factory Tour- Classic

Visit La Esmeralda, an organic cacao plantation and learn all of the secrets hidden behind quality chocolate. Follow your sense of smell to our chocolate...

2 hours 30 minutes Free Cancellation

4.9 (22)

from
$60

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?