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 →

Montego Bay's Guided Bamboo Rafting Tour & Hip-strip Shopping

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

Montego Bay, Jamaica

5.0 (21)

Montego Bay's Guided Bamboo Rafting Tour & Hip-strip Shopping

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$134

Private Yacht in Punta Cana, Unlimited Drinks and HipHop Music

Our 37 foot yacht is the ONLY one in Bavaro, Punta Cana. As you can expect, Picaflor comes equipped with air conditioner, plasma TV, bathroom, …More

Punta Cana, Dominican Republic

4.9 (21)

Private Yacht in Punta Cana, Unlimited Drinks and HipHop Music

Our 37 foot yacht is the ONLY one in Bavaro, Punta Cana. As you can expect, Picaflor comes equipped with air conditioner, plasma TV, bathroom,...

3 hours Free Cancellation

4.9 (21)

from
$1,150

Explore the vibrant culture of Saint Lucia on this engaging tour that includes a visit to a local rum distillery for a taste of handcrafted …More

Anse La Raye, St Lucia

5.0 (21)

St.Lucia Rum & Mud Bath Tour

Explore the vibrant culture of Saint Lucia on this engaging tour that includes a visit to a local rum distillery for a taste of handcrafted...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$167

Guided boat tour to your choice of the following stops: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo …More

Grand Cayman, Cayman Islands

5.0 (21)

Party Boat Cruise

Guided boat tour to your choice of the following stops: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo...

4 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$1,050

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure …More

Kingston, Jamaica

4.8 (20)

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure...

6 hours Free Cancellation

4.8 (20)

from
$220

Experience the beauty of South Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying …More

Kralendijk, Bonaire

5.0 (20)

Private Bonaire South Tour

Experience the beauty of South Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying...

2 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$125

Bob Marley Museum, Tuff Gong Int., Bunny Lee Museum & Trench Town

As a certified Jamaica Tourist Board Tour Operator we offer immersive tours to top attractions and hidden gems in and around Kingston. Experience the sights …More

Kingston, Jamaica

5.0 (20)

Bob Marley Museum, Tuff Gong Int., Bunny Lee Museum & Trench Town

As a certified Jamaica Tourist Board Tour Operator we offer immersive tours to top attractions and hidden gems in and around Kingston. Experience the sights...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$118

Private Grenada Island Tour: Waterfall, Spice Garden & Beach

Discover the best of Grenada on a private five-hour tour, timed to your cruise ship or hotel schedule. Your local driver-guide collects you at the …More

St. George's, Grenada

4.8 (20)

Private Grenada Island Tour: Waterfall, Spice Garden & Beach

Discover the best of Grenada on a private five-hour tour, timed to your cruise ship or hotel schedule. Your local driver-guide collects you at the...

5 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$540

St.Lucia Experience: Mud Bath, Waterfall, Beach Escape& Lunch

Enjoy a relaxing and memorable day in Saint Lucia on this guided group experience designed to showcase the island’s most iconic sights and natural beauty. …More

Soufriere, St Lucia

5.0 (20)

St.Lucia Experience: Mud Bath, Waterfall, Beach Escape& Lunch

Enjoy a relaxing and memorable day in Saint Lucia on this guided group experience designed to showcase the island’s most iconic sights and natural beauty....

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$99

Our day tour goes through the mountainous terrain of Jamaica's South coast. The *Appleton Estate* home of one of the oldest commercially produced *Rums* in …More

Lucea, Jamaica

4.9 (20)

Appleton Estate Rum and Ys Falls Tour

Our day tour goes through the mountainous terrain of Jamaica's South coast. The *Appleton Estate* home of one of the oldest commercially produced *Rums* in...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$130

Blue Hole / Secret Falls Private Tour including Entry Fee

Booking your Blue Hole/Secrets Falls Tour with Ultimate Excursions Tours and Taxi Service guarantees an unforgettable and personalized Jamaican experience. As a family-owned and locally …More

Falmouth, Jamaica

5.0 (20)

Blue Hole / Secret Falls Private Tour including Entry Fee

Booking your Blue Hole/Secrets Falls Tour with Ultimate Excursions Tours and Taxi Service guarantees an unforgettable and personalized Jamaican experience. As a family-owned and locally...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$95

Why plan your trip with us? At Otta Control Charters we make it our mission to ensure our guest relax and take a break from …More

Grand Cayman, Cayman Islands

5.0 (20)

Private Boat Tour in Cayman Islands

Why plan your trip with us? At Otta Control Charters we make it our mission to ensure our guest relax and take a break from...

3 hours Free Cancellation

5.0 (20)

from
$850

Horseback Ride, Blue Hole, Secret Falls, River Rafting & Tubing

Enjoy 4 activities in 1 day. This is for the ultimate thrill seeker. Horseback riding, river tubing,blue hole and secrets falls mixed with river rafting. …More

Montego Bay, Jamaica

4.8 (20)

Horseback Ride, Blue Hole, Secret Falls, River Rafting & Tubing

Enjoy 4 activities in 1 day. This is for the ultimate thrill seeker. Horseback riding, river tubing,blue hole and secrets falls mixed with river rafting....

5 to 8 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$250

Visit Rose Hall Great House on this private evening tour from your hotel/villa. Learn about the legend of the White Witch of Rose Hall and …More

Montego Bay, Jamaica

5.0 (20)

Rose Hall Great House Night Tour

Visit Rose Hall Great House on this private evening tour from your hotel/villa. Learn about the legend of the White Witch of Rose Hall and...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$70

Private Aruba Nightlife Party Bus with Custom Stops and DJ

Experience an exciting evening filled with music, laughter, and great drinks aboard the Chogogo Party Bus! Our spacious party bus is ideal for celebrating special …More

5.0 (20)

Private Aruba Nightlife Party Bus with Custom Stops and DJ

Experience an exciting evening filled with music, laughter, and great drinks aboard the Chogogo Party Bus! Our spacious party bus is ideal for celebrating special...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$1,800

ATV,Zipline, Horseback Ride, Catamaran, Bamboo Rafting In Jamaica

Looking for an experience that combines adrenaline, relaxation, and pure island vibes? This all-in-one Jamaican adventure is designed for travelers who want to make the …More

Lucea, Jamaica

5.0 (20)

ATV,Zipline, Horseback Ride, Catamaran, Bamboo Rafting In Jamaica

Looking for an experience that combines adrenaline, relaxation, and pure island vibes? This all-in-one Jamaican adventure is designed for travelers who want to make the...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$307

Private Full Day Guided Snorkeling or Diving Charter in St Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

5.0 (20)

Private Full Day Guided Snorkeling or Diving Charter in St Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

6 to 8 hours

5.0 (20)

from
$3,225

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the …More

Willemstad, Curacao

5.0 (20)

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the...

4 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$320

Private Full Day Baths and Beyond Tour in Tortola BVI

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember. …More

Tortola, British Virgin Islands

5.0 (20)

Private Full Day Baths and Beyond Tour in Tortola BVI

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember....

7 hours Free Cancellation

5.0 (20)

from
$1,650

Sacred Rainforest and Archaeological Experience

Explore the rainforest of the central mountain region and experience the Neolithic world of the Taínos in this private, full day tour! After your guide …More

5.0 (20)

Sacred Rainforest and Archaeological Experience

Explore the rainforest of the central mountain region and experience the Neolithic world of the Taínos in this private, full day tour! After your guide...

8 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$200

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?