Top Caribbean Private Sightseeing Tours

Q: What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are: Private Boat Charter St. Lucia, boat tour to Soufriere. Full day Private Half Day Barbados Excursion St Lucia Highlights Tour Full Day Charter from Fajardo to Culebra Private: Bioluminescence Tour

Q: What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana 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 →

Montego Bay’s Sightseeing Tour with Options to Customize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the tourism …More

Montego Bay, Jamaica

5.0 (8)

Montego Bay’s Sightseeing Tour with Options to Customize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the tourism...

1 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$39

Every morning we go out on a 2 tank dive trips by car and we dive more or less all dive sites that are reached from shore. …More

5.0 (128)

2 Tank Guided Shore Dive in Curacao

Every morning we go out on a 2 tank dive trips by car and we dive more or less all dive sites that are reached from shore....

2 to 4 hours Free Cancellation

5.0 (128)

from
$39

This is the most intimate way to experience Castries. Our expert local knowledgeable guides serve as your fun companions. The entire history of St.Lucia revolves …More

4.5 (28)

Castries City Walking Tours

This is the most intimate way to experience Castries. Our expert local knowledgeable guides serve as your fun companions. The entire history of St.Lucia revolves...

90 to 120 minutes Free Cancellation

4.5 (28)

from
$39

Montego Bay Hip Strip Shopping and Margaritaville

Step into luxury and adventure with our private tour of montegobay ! Leave the stress of navigation behind as you relax in your exclusive vehicle …More

Montego Bay, Jamaica

4.5 (8)

Montego Bay Hip Strip Shopping and Margaritaville

Step into luxury and adventure with our private tour of montegobay ! Leave the stress of navigation behind as you relax in your exclusive vehicle...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (8)

from
$39

Jamaica Giants sculpture park, art galleries

Come visit the land of the Giants-Jamaica's #1 Sculpture Park and art galleries! Have an intimate experience with thousands of acres of unspoiled tropical forests …More

Negril, Jamaica

4.6 (23)

Jamaica Giants sculpture park, art galleries

Come visit the land of the Giants-Jamaica's #1 Sculpture Park and art galleries! Have an intimate experience with thousands of acres of unspoiled tropical forests...

1 to 2 hours Hotel pickup offered Free Cancellation

4.6 (23)

from
$40

Eco Friendly TukTuk’s Arts and Historic City

This is a self drive rental duration 3 hours. Discover Willemstad’s UNESCO Treasures on a TukTuk Tour Hop aboard a fun and eco-friendly TukTuk and …More

Willemstad, Curacao

5.0 (2)

Eco Friendly TukTuk’s Arts and Historic City

This is a self drive rental duration 3 hours. Discover Willemstad’s UNESCO Treasures on a TukTuk Tour Hop aboard a fun and eco-friendly TukTuk and...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$40

Private Sightseeing Tour in and Around Ocho Rios

WELCOME TO TOUR JAMAICA TODAY, As you leave your hotel or cruise ship port your driver will meet you with a smile and a warm …More

Runaway Bay, Jamaica

4.9 (248)

Private Sightseeing Tour in and Around Ocho Rios

WELCOME TO TOUR JAMAICA TODAY, As you leave your hotel or cruise ship port your driver will meet you with a smile and a warm...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (248)

from
$40

Private Bamboo Rafting, Limestone Massage and Hip Strip Tour

Bamboo rafting is one of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort and come experience …More

Montego Bay, Jamaica

4.6 (100)

Private Bamboo Rafting, Limestone Massage and Hip Strip Tour

Bamboo rafting is one of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort and come experience...

2 to 3 hours Hotel pickup offered Free Cancellation

4.6 (100)

from
$40

Private Montego Bay Highlight Tour with Local Guide

The customizable Montego Bay Highlight Tour offered by our company is a truly unique and enticing opportunity for travelers seeking a comprehensive and tailored experience. …More

Montego Bay, Jamaica

4.8 (52)

Private Montego Bay Highlight Tour with Local Guide

The customizable Montego Bay Highlight Tour offered by our company is a truly unique and enticing opportunity for travelers seeking a comprehensive and tailored experience....

3 to 6 hours Hotel pickup offered Free Cancellation

4.8 (52)

from
$40

Blue Hole Mineral Springs, Rick's Café, and Shopping Combo Tour

This is a tour designed to let visitors experience Jamaica as much as possible, combination of different activities that no other tour operators offers. NB: …More

Negril, Jamaica

4.9 (41)

Blue Hole Mineral Springs, Rick's Café, and Shopping Combo Tour

This is a tour designed to let visitors experience Jamaica as much as possible, combination of different activities that no other tour operators offers. NB:...

3 to 6 hours Hotel pickup offered Free Cancellation

4.9 (41)

from
$40

4X4 ATV Adventure in Punta Cana to Macao Beach & Cenote

Get ready for an exhilarating offroad buggy adventure that takes you through stunning landscapes and rugged terrain. Navigate your own buggy along dirt trails and …More

5.0 (35)

4X4 ATV Adventure in Punta Cana to Macao Beach & Cenote

Get ready for an exhilarating offroad buggy adventure that takes you through stunning landscapes and rugged terrain. Navigate your own buggy along dirt trails and...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (35)

from
$40

Private Dunn's River Falls and Blue Hole Tour Ocho Rios Jamaica

Get ready for an unforgettable adventure! Immerse yourself in the stunning beauty of nature as you explore breathtaking landscapes and hidden gems. Whether you’re hiking …More

Montego Bay, Jamaica

4.9 (15)

Private Dunn's River Falls and Blue Hole Tour Ocho Rios Jamaica

Get ready for an unforgettable adventure! Immerse yourself in the stunning beauty of nature as you explore breathtaking landscapes and hidden gems. Whether you’re hiking...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$40

Blue Hole and River Tubing Combo from Ocho Rios

After hotel or port pickup, enjoy a scenic drive to the Blue Hole. During the approximately 30 minute drive through the mountain, your guide will …More

Ocho Rios, Jamaica

4.8 (37)

Blue Hole and River Tubing Combo from Ocho Rios

After hotel or port pickup, enjoy a scenic drive to the Blue Hole. During the approximately 30 minute drive through the mountain, your guide will...

3 hours Free Cancellation

4.8 (37)

from
$40

Experience in quadricycle ATV Punta Cana Playa Campo and Tradition

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave …More

Punta Cana, Dominican Republic

4.8 (11)

Experience in quadricycle ATV Punta Cana Playa Campo and Tradition

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave...

4 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$40

Historical Tour in the Colonial City of Santo Domingo

Enjoy this Unforgettable Adventure, immerse yourself in the deep cultural and historical wealth of Santo Domingo with this walk through the Colonial Zone. Join your …More

4.6 (11)

Historical Tour in the Colonial City of Santo Domingo

Enjoy this Unforgettable Adventure, immerse yourself in the deep cultural and historical wealth of Santo Domingo with this walk through the Colonial Zone. Join your...

1 hour 45 minutes Free Cancellation

4.6 (11)

from
$40

Private Round Trip Airport Transfers in and Around Montego Bay

From Airport to the surrounding of Montego Bay accommodations it is estimated 25 minutes ride. On every pick up we do a complementary serving of …More

Montego Bay, Jamaica

5.0 (5)

Private Round Trip Airport Transfers in and Around Montego Bay

From Airport to the surrounding of Montego Bay accommodations it is estimated 25 minutes ride. On every pick up we do a complementary serving of...

30 to 45 minutes Free Cancellation

5.0 (5)

from
$40

We guarantee the most adventurous and memorable vacation as you journey to one of Jamaica's major attractions. Your courteous driver will provide a rich history …More

Montego Bay, Jamaica

5.0 (5)

Dunn’s River Fall

We guarantee the most adventurous and memorable vacation as you journey to one of Jamaica's major attractions. Your courteous driver will provide a rich history...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$40

Walking tours of Puerto Plata from Taino bay cruise port

Take control of your day. This is a private adventure designed for you to be the director of your own experience in Puerto Plata. Reasons …More

Puerto Plata, Dominican Republic

5.0 (2)

Walking tours of Puerto Plata from Taino bay cruise port

Take control of your day. This is a private adventure designed for you to be the director of your own experience in Puerto Plata. Reasons...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$40

Bamboo Rafting, Limestone Massage and Hip Strip Tour In Jamaica

Relax and take in the scenery. You’ll be surrounded by beautiful trees and exquisite wildlife. No worries though, none of the wildlife in this area …More

Montego Bay, Jamaica

3.7 (10)

Bamboo Rafting, Limestone Massage and Hip Strip Tour In Jamaica

Relax and take in the scenery. You’ll be surrounded by beautiful trees and exquisite wildlife. No worries though, none of the wildlife in this area...

3 hours Hotel pickup offered Free Cancellation

3.7 (10)

from
$40

Dwight Harvey Tours ensure the best and most anticipated tour taking you to your destination in Negril. Visitors will get to experience their vacation of …More

Lucea, Jamaica

5.0 (4)

Negril Beach & Rick's Cafe Tour

Dwight Harvey Tours ensure the best and most anticipated tour taking you to your destination in Negril. Visitors will get to experience their vacation of...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$40

Frequently Asked Questions

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

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing 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 Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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