Top Caribbean Historical & Heritage Tours

Q: What are the best options for Caribbean Historical & Heritage Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Historical & Heritage Tours are: Half Day City Tour in Puerto Plata Private & Customizable Puerto Plata City Tour Bob Marley Museum, Devon House and Downtown Kingston Tour Half-day City tour cultural from punta cana for small group St. Kitts Scenic Island Tour with Beach Option

Q: What are the best kid-friendly options for Caribbean Historical & Heritage Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Historical & Heritage Tours are: Half-Day Aruba Island Tour from Oranjestad San Juan Sunset Harbor Boat Ride Pirate Jeep Sightseeing Adventure! El Yunque National Forest Guided Tour with Transport Let me show you MY Island Tour With visit to El Yunque View all kid-friendly Tours →

Q: Which Caribbean Historical & Heritage Tours have Instant Confirmation?

Caribbean Historical & Heritage Tours with Instant Confirmation include: Half-Day Aruba Island Tour from Oranjestad Mixology Class at Casa BACARDI in Puerto Rico San Juan Sunset Harbor Boat Ride Pirate Jeep Sightseeing Adventure! Guided Tour at the Curaçao Liqueur Distillery View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Historical & Heritage Tours have Hotel Pickup?

No problem. These Caribbean Historical & Heritage Tours include Hotel Pickup: Half-Day Aruba Island Tour from Oranjestad San Juan Sunset Harbor Boat Ride Pirate Jeep Sightseeing Adventure! El Yunque National Forest Guided Tour with Transport Let me show you MY Island Tour With visit to El Yunque 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 tour is a great choice because we focus on making the most of your time and enjoying our beautiful city, visiting places like the …More

Puerto Plata, Dominican Republic

4.9 (497)

Half Day City Tour in Puerto Plata

This tour is a great choice because we focus on making the most of your time and enjoying our beautiful city, visiting places like the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (497)

from
$45

Private & Customizable Puerto Plata City Tour

Discover Puerto Plata in an authentic way on a tour for hotel guests and cruise passengers from Amber Cove and Taino Bay. Learn about our …More

Puerto Plata, Dominican Republic

4.9 (259)

Private & Customizable Puerto Plata City Tour

Discover Puerto Plata in an authentic way on a tour for hotel guests and cruise passengers from Amber Cove and Taino Bay. Learn about our...

4 hours Hotel pickup offered Free Cancellation

4.9 (259)

from
$116

Bob Marley Museum, Devon House and Downtown Kingston Tour

As a certified Jamaican Tourist Board Tour Operator we offer the best immersive Tours of Kingston and surrounding areas. Our reviews speak for themselves. Experience …More

Kingston, Jamaica

5.0 (99)

Bob Marley Museum, Devon House and Downtown Kingston Tour

As a certified Jamaican Tourist Board Tour Operator we offer the best immersive Tours of Kingston and surrounding areas. Our reviews speak for themselves. Experience...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (99)

from
$100

Half-day City tour cultural from punta cana for small group

A cultural tour that leaves from Punta Cana to Higüey can include various activities that allow you to learn about the culture and history of …More

Punta Cana, Dominican Republic

4.8 (280)

Half-day City tour cultural from punta cana for small group

A cultural tour that leaves from Punta Cana to Higüey can include various activities that allow you to learn about the culture and history of...

5 hours Hotel pickup offered Free Cancellation

4.8 (280)

from
$60

St. Kitts Scenic Island Tour with Beach Option

Exploring the island is what we love to do, and we do our best. Our name speaks for itself: D.A.C. - Dependable (Always on Time), …More

4.9 (110)

St. Kitts Scenic Island Tour with Beach Option

Exploring the island is what we love to do, and we do our best. Our name speaks for itself: D.A.C. - Dependable (Always on Time),...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (110)

from
$88

Jamaica Culture Tour: Culinary, Cultural, History and Dance

Immerse yourself in our culture, in the rainforest/deep woodland/countryside. Support our locally operated Tours, learn about your vacation destination. Our friendly & knowledgeable driver, will …More

Falmouth, Jamaica

4.8 (122)

Jamaica Culture Tour: Culinary, Cultural, History and Dance

Immerse yourself in our culture, in the rainforest/deep woodland/countryside. Support our locally operated Tours, learn about your vacation destination. Our friendly & knowledgeable driver, will...

5 hours Hotel pickup offered Free Cancellation

4.8 (122)

from
$105

This tour allows visitors to see a major part of Montego Bay Jamaica's second largest city and community's inside out, learn about our culture, history …More

Montego Bay, Jamaica

5.0 (40)

Montego Bay hi lite and culture tour

This tour allows visitors to see a major part of Montego Bay Jamaica's second largest city and community's inside out, learn about our culture, history...

3 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$90

Bob Marley Museum Full Day Tour from Montego bay

Take the scenic drive from city (Montego bay) to city (Kingston) along Jamaica's picturesque coast line and country side. You will be fully entertained and …More

Montego Bay, Jamaica

4.9 (126)

Bob Marley Museum Full Day Tour from Montego bay

Take the scenic drive from city (Montego bay) to city (Kingston) along Jamaica's picturesque coast line and country side. You will be fully entertained and...

10 to 12 hours Free Cancellation

4.9 (126)

from
$200

Old San Juan: Segway PT and Segway Xafari Ebike Tours

Glide through Old San Juan’s 500 years of history on this 2-hour Segway PT or Segway Xafari Ebike tour, exploring the scenic route on a …More

4.8 (651)

Old San Juan: Segway PT and Segway Xafari Ebike Tours

Glide through Old San Juan’s 500 years of history on this 2-hour Segway PT or Segway Xafari Ebike tour, exploring the scenic route on a...

2 hours Free Cancellation

4.8 (651)

from
$109

Adventurous eScooter Tour Activities in Curacao

This is "The Ultimate Tour". The Best Tour on the island! It is the only tour that is informative, fun and Eco Friendly at the …More

5.0 (190)

Adventurous eScooter Tour Activities in Curacao

This is "The Ultimate Tour". The Best Tour on the island! It is the only tour that is informative, fun and Eco Friendly at the...

1 hour 45 minutes Free Cancellation

5.0 (190)

from
$54

Bacardi Rum Distillery and Old San Juan Tour

Enjoy a trip thru some of the most popular landmarks in the Old San Juan area, drive by San Felipe del Morro Fortress, Ballaja Barracks, …More

4.6 (110)

Bacardi Rum Distillery and Old San Juan Tour

Enjoy a trip thru some of the most popular landmarks in the Old San Juan area, drive by San Felipe del Morro Fortress, Ballaja Barracks,...

4 hours Free Cancellation

4.6 (110)

from
$99

Discover Bermuda Beyond the Ordinary Shops, Sights & Shores is your unforgettable island adventure. This handpicked journey takes you beyond the brochures and into the …More

4.8 (40)

Bermuda Shops, Sights and Shores Tour

Discover Bermuda Beyond the Ordinary Shops, Sights & Shores is your unforgettable island adventure. This handpicked journey takes you beyond the brochures and into the...

6 hours Free Cancellation

4.8 (40)

from
$79

Barbados Hiking and Sightseeing Tour (Transport Included)

Discover the East Coast of Barbados on our guided hiking and sightseeing tour. Hike through sweeping cliffs, hidden coastal paths, and quiet fishing villages while …More

5.0 (79)

Barbados Hiking and Sightseeing Tour (Transport Included)

Discover the East Coast of Barbados on our guided hiking and sightseeing tour. Hike through sweeping cliffs, hidden coastal paths, and quiet fishing villages while...

2 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (79)

from
$140

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a …More

Soufriere, St Lucia

4.9 (106)

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (106)

from
$85

Explore some of the rums of Barbados, discover how the rum is made and best of all, taste the flavors of award winning rum. …More

4.8 (192)

Discover Rum Barbados Tour

Explore some of the rums of Barbados, discover how the rum is made and best of all, taste the flavors of award winning rum....

5 hours Hotel pickup offered Free Cancellation

4.8 (192)

from
$115

Old San Juan & Loiza African Town Full-Day Tour: Minimum 8+people

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns …More

5.0 (22)

Old San Juan & Loiza African Town Full-Day Tour: Minimum 8+people

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$145

Godfrey Tours will take you shopping, Sightseeing and to the Beach of your choice for an unforgettable time on St. Thomas. We also provide private …More

4.5 (950)

Shop, See, & Splash

Godfrey Tours will take you shopping, Sightseeing and to the Beach of your choice for an unforgettable time on St. Thomas. We also provide private...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (950)

from
$65

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to …More

5.0 (156)

Jost Van Dyke Funday

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to...

8 hours

5.0 (156)

from
$360

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history …More

4.9 (83)

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history...

2 hours Hotel pickup offered Free Cancellation

4.9 (83)

from
$211

Nature & Historical Horseback Riding Tours St. Lucia

Learn all about the ancient people of St.Lucia, the way they lived, worked and celebrated life. All are welcomed, couples, kids, family and friends. Experience …More

Anse La Raye, St Lucia

4.8 (71)

Nature & Historical Horseback Riding Tours St. Lucia

Learn all about the ancient people of St.Lucia, the way they lived, worked and celebrated life. All are welcomed, couples, kids, family and friends. Experience...

1 to 2 hours Hotel pickup offered Free Cancellation

4.8 (71)

from
$130

Frequently Asked Questions

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

What are the best options for Caribbean Historical & Heritage Tours?

What are the best kid-friendly options for Caribbean Historical & Heritage Tours Tours?

Which Caribbean Historical & Heritage Tours have Instant Confirmation?

Which Caribbean Historical & Heritage Tours have Free Cancellation?

Caribbean Historical & Heritage 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 Historical & Heritage Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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