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 →

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the …More

4.8 (37)

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the...

6 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$500

The Royal Rainforest An Exclusive Extreme Experience El Yunque

Escape into the heart of Puerto Rico’s legendary rainforest on an unforgettable adventure designed for thrill-seekers and nature lovers. The Royal Rainforest – An Exclusive …More

5.0 (37)

The Royal Rainforest An Exclusive Extreme Experience El Yunque

Escape into the heart of Puerto Rico’s legendary rainforest on an unforgettable adventure designed for thrill-seekers and nature lovers. The Royal Rainforest – An Exclusive...

3 hours 30 minutes Free Cancellation

5.0 (37)

from
$1,000

Private Montego Bay City Highlights Tour

When traveling with Island Life Tours you will get a first hand view of Montego Bay and its historic site, taste what the city has …More

Montego Bay, Jamaica

5.0 (37)

Private Montego Bay City Highlights Tour

When traveling with Island Life Tours you will get a first hand view of Montego Bay and its historic site, taste what the city has...

3 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$33

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a …More

Nassau, Bahamas

4.8 (37)

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a...

4 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$550

With Us You Can Expect A Professional Tour Mixed With Fun Throughout, Added With Great Customer Service Skills That Leaves Everyone Feeling Involved In Every …More

St. George's, Grenada

4.9 (37)

Half Day Private Tour of The Spice Isle

With Us You Can Expect A Professional Tour Mixed With Fun Throughout, Added With Great Customer Service Skills That Leaves Everyone Feeling Involved In Every...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$140

Explore Montego Bay Jamaica to Blue Hole/Secret Falls River Tour

This’s a cash hassle free day Tour that INCLUDES ENTRANCE FEE, which Pickup in and around Montego Bay at Hotels or Cruise Ship to the …More

Lucea, Jamaica

5.0 (37)

Explore Montego Bay Jamaica to Blue Hole/Secret Falls River Tour

This’s a cash hassle free day Tour that INCLUDES ENTRANCE FEE, which Pickup in and around Montego Bay at Hotels or Cruise Ship to the...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$150

Private and Customized Tour to Negril From Montego Bay

Your grand customized tour to negril last for 6-8 hours. On your journey along the west sea coast, limitless eye catching views driving through the …More

Montego Bay, Jamaica

4.9 (37)

Private and Customized Tour to Negril From Montego Bay

Your grand customized tour to negril last for 6-8 hours. On your journey along the west sea coast, limitless eye catching views driving through the...

8 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$94

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with …More

Grand Cayman, Cayman Islands

5.0 (37)

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with...

6 hours

5.0 (37)

from
$1,600

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

Rose Island: Private Snorkeling, Fishing, and Swimming with Pigs

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From …More

4.8 (36)

Rose Island: Private Snorkeling, Fishing, and Swimming with Pigs

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From...

4 hours Free Cancellation

4.8 (36)

from
$850

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires …More

4.8 (36)

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires...

5 hours Free Cancellation

4.8 (36)

from
$499

Dwight Harvey Tours guarantee the best and most comfortable journey, taking you to Martha Brae Rafting in Falmouth, Trelawny Visitors will get to enjoy their vacation …More

Lucea, Jamaica

4.9 (36)

Martha Brae Rafting Private Tour

Dwight Harvey Tours guarantee the best and most comfortable journey, taking you to Martha Brae Rafting in Falmouth, Trelawny Visitors will get to enjoy their vacation...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (36)

from
$110

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty …More

5.0 (36)

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty...

3 hours Free Cancellation

5.0 (36)

from
$135

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're …More

4.9 (36)

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're...

8 hours Free Cancellation

4.9 (36)

from
$1,980

Private Roundtrip Transportation to Martha Brae Rafting

We will transport you safely and comfortably to the Martha Brae Rafting experience. Here you can raft the enchanting Martha Brae River (at your expense) …More

Montego Bay, Jamaica

5.0 (36)

Private Roundtrip Transportation to Martha Brae Rafting

We will transport you safely and comfortably to the Martha Brae Rafting experience. Here you can raft the enchanting Martha Brae River (at your expense)...

60 to 90 minutes Hotel pickup offered Free Cancellation

5.0 (36)

from
$37

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and …More

4.9 (35)

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and...

2 hours Free Cancellation

4.9 (35)

from
$330

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of …More

5.0 (35)

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$900

Private Half-Day Catamaran Cruise, Turks and Caicos Islands

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable half day in the most …More

4.8 (35)

Private Half-Day Catamaran Cruise, Turks and Caicos Islands

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable half day in the most...

4 hours Free Cancellation

4.8 (35)

from
$1,990

Experience the British Virgin Islands through and unforgettable Tour

Being a local, I have explored every inch of the island and know of all the best spots to see the wild life, the scenery, …More

Tortola, British Virgin Islands

4.9 (35)

Experience the British Virgin Islands through and unforgettable Tour

Being a local, I have explored every inch of the island and know of all the best spots to see the wild life, the scenery,...

1 to 3 hours Hotel pickup offered Free Cancellation

4.9 (35)

from
$600

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

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?

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?