Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

Puerto Plata Private City Tour with Local Guide

This is a private Tour where we transport you safely on an air conditioned car. Your Guide will show you the high spots of Puerto …More

Puerto Plata, Dominican Republic

4.8 (61)

Puerto Plata Private City Tour with Local Guide

This is a private Tour where we transport you safely on an air conditioned car. Your Guide will show you the high spots of Puerto...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (61)

from
$62

Private Puerto Plata Village Tour & Interactive Cooking Demo

Escape to the heart of the Dominican Republic! Immerse yourself in vibrant culture, rich traditions, and breathtaking landscapes. EXPERIENCE THE REAL DR - Visit a …More

Puerto Plata, Dominican Republic

5.0 (60)

Private Puerto Plata Village Tour & Interactive Cooking Demo

Escape to the heart of the Dominican Republic! Immerse yourself in vibrant culture, rich traditions, and breathtaking landscapes. EXPERIENCE THE REAL DR - Visit a...

6 hours Hotel pickup offered Free Cancellation

5.0 (60)

from
$79

Nature Lovers: Taste of Grenada Private Tour

This tour is both enjoyable and informative. As clients are driven from site to site, our certified tour operators provide interesting information about Grenada's history, …More

St. George's, Grenada

4.9 (60)

Nature Lovers: Taste of Grenada Private Tour

This tour is both enjoyable and informative. As clients are driven from site to site, our certified tour operators provide interesting information about Grenada's history,...

5 hours Hotel pickup offered Free Cancellation

4.9 (60)

from
$130

Come experience this relaxing and informative scenic tour with your knowledgeable, courteous and informative driver. Taking a scenic ride through the town of Ocho Rios, …More

Kingston, Jamaica

5.0 (60)

Private Sightseeing Tour from Ocho Rios

Come experience this relaxing and informative scenic tour with your knowledgeable, courteous and informative driver. Taking a scenic ride through the town of Ocho Rios,...

3 hours Hotel pickup offered Free Cancellation

5.0 (60)

from
$50

Private Transport to River Tubing or Rafting and Blue Hole combo

The Blue Hole gets Its name from the surreal color of its water. The Blue Hole is also famous jumping into the stunning blue waters, …More

Kingston, Jamaica

5.0 (59)

Private Transport to River Tubing or Rafting and Blue Hole combo

The Blue Hole gets Its name from the surreal color of its water. The Blue Hole is also famous jumping into the stunning blue waters,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (59)

from
$45

Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is 2 or 40, you …More

5.0 (58)

Private Sailboat Charter in St Maarten

Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is 2 or 40, you...

5 to 7 hours Free Cancellation

5.0 (58)

from
$3,300

Private Nassau Rose Island Boat Tour Swimming Pigs, Turtles

Experience one of the best tours from Nassau to the beautiful Rose Island! Swim with the pigs, turtles, and enjoy crystal-clear snorkeling—without the crowds. Enjoy …More

Nassau, Bahamas

4.9 (58)

Private Nassau Rose Island Boat Tour Swimming Pigs, Turtles

Experience one of the best tours from Nassau to the beautiful Rose Island! Swim with the pigs, turtles, and enjoy crystal-clear snorkeling—without the crowds. Enjoy...

4 hours Free Cancellation

4.9 (58)

from
$799

Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With …More

5.0 (58)

Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With...

8 hours Free Cancellation

5.0 (58)

from
$1,700

Puerto Plata Damajagua Waterfalls Tour with Lunch

Discover the Magic of Damajagua Waterfalls in a Semi- Private Tour (10 max) Begin your adventure with a scenic drive through lush green landscapes and …More

Cabarete, Dominican Republic

4.8 (58)

Puerto Plata Damajagua Waterfalls Tour with Lunch

Discover the Magic of Damajagua Waterfalls in a Semi- Private Tour (10 max) Begin your adventure with a scenic drive through lush green landscapes and...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$65

Private Transportation from Montego Bay to Appleton Estate & Pelican Bar

This tour is a compact tour inter twine with know hows and fun filled boat ride excursion. A rich vibe secluded chill spot out in …More

Lucea, Jamaica

5.0 (58)

Private Transportation from Montego Bay to Appleton Estate & Pelican Bar

This tour is a compact tour inter twine with know hows and fun filled boat ride excursion. A rich vibe secluded chill spot out in...

6 hours Hotel pickup offered Free Cancellation

5.0 (58)

from
$136

This excursion is perfect for family groups of all ages, as we are private and focus on the demands of our customers, we are the …More

Punta Cana, Dominican Republic

4.8 (58)

Private Luxury Party Boat with Slide

This excursion is perfect for family groups of all ages, as we are private and focus on the demands of our customers, we are the...

3 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$950

E-Bike Tour of Antigua Forts and Beaches

Fun, Relaxing, Informative, Adventurous! Pedaling is Optional, let the e-bike do the work! We create an intimate guided tour experience, utilizing comfortable, easy to ride …More

4.9 (58)

E-Bike Tour of Antigua Forts and Beaches

Fun, Relaxing, Informative, Adventurous! Pedaling is Optional, let the e-bike do the work! We create an intimate guided tour experience, utilizing comfortable, easy to ride...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (58)

from
$130

The Mayfield Falls nestled in the mountains of Westmoreland. One of Jamaica's hidden treasures natural and cool, crystal clear waters. Plunge in relaxation as you …More

Montego Bay, Jamaica

5.0 (58)

Mayfield Falls nature walk

The Mayfield Falls nestled in the mountains of Westmoreland. One of Jamaica's hidden treasures natural and cool, crystal clear waters. Plunge in relaxation as you...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (58)

from
$120

Providenciales Island Tours of Turks and Caicos

N & G Provo Island Touring is the best island tours on the island, our Island Tour Guide are originally from the island of Providenciales, …More

4.8 (58)

Providenciales Island Tours of Turks and Caicos

N & G Provo Island Touring is the best island tours on the island, our Island Tour Guide are originally from the island of Providenciales,...

4 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$400

Private Half Day Charter Tour in Turks and Caicos

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get …More

5.0 (57)

Private Half Day Charter Tour in Turks and Caicos

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get...

4 hours Free Cancellation

5.0 (57)

from
$1,548

This tour is 100% private, just you, your family or friends. No rushing, no sharing with strangers and no large tour buses. Simply enjoy Bonaire …More

Kralendijk, Bonaire

5.0 (56)

Private Bonaire North & South Tour

This tour is 100% private, just you, your family or friends. No rushing, no sharing with strangers and no large tour buses. Simply enjoy Bonaire...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$165

Island Tours Your Way, Your Time! 2, 4 or 6hrs - St. Thomas USVI

Choose your adventure – 2, 4, or 6 hours of island fun. Tour Options: Customizable 2-Hour: Island Sampler Scenic Drive Catch the highlights! A short …More

Cruz Bay, US Virgin Islands

5.0 (56)

Island Tours Your Way, Your Time! 2, 4 or 6hrs - St. Thomas USVI

Choose your adventure – 2, 4, or 6 hours of island fun. Tour Options: Customizable 2-Hour: Island Sampler Scenic Drive Catch the highlights! A short...

2 to 6 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$249

Private Negril Tour: 7 Mile Beach, Blue Hole & Rick’s Café Sunset

What Sets This Tour Apart? What sets this tour apart is the authentic experience we provide. Beyond visiting iconic stops like Seven Mile Beach, Blue …More

Montego Bay, Jamaica

4.9 (56)

Private Negril Tour: 7 Mile Beach, Blue Hole & Rick’s Café Sunset

What Sets This Tour Apart? What sets this tour apart is the authentic experience we provide. Beyond visiting iconic stops like Seven Mile Beach, Blue...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (56)

from
$157

Puerto Plata City Tour with the Mount Isabel, Rum & Chocolate

Explore Puerto Plata with us, hear interesting facts about the city and country, and immerse yourself in the history and culture of the Dominican Republic. …More

Puerto Plata, Dominican Republic

4.8 (56)

Puerto Plata City Tour with the Mount Isabel, Rum & Chocolate

Explore Puerto Plata with us, hear interesting facts about the city and country, and immerse yourself in the history and culture of the Dominican Republic....

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (56)

from
$89

Explore the best of St. Lucia on a private half-day excursion. Spend a day soaking up the sun, discovering various beaches, swimming, and snorkeling. Head …More

Rodney Bay, St Lucia

5.0 (56)

Private Charter Tour in St Lucia

Explore the best of St. Lucia on a private half-day excursion. Spend a day soaking up the sun, discovering various beaches, swimming, and snorkeling. Head...

5 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$100

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

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:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have 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?