Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

Catamaran Cruise/Dunn's River/Snorkeling

Board a catamaran and cruise the Dunn’s River on a lively voyage to one of Jamaica’s most popular and colossal waterfalls. Once there, join hands …More

Kingston, Jamaica

5.0 (2)

Catamaran Cruise/Dunn's River/Snorkeling

Board a catamaran and cruise the Dunn’s River on a lively voyage to one of Jamaica’s most popular and colossal waterfalls. Once there, join hands...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$169

Dunn's River Falls and Fern Gully Highlight Adventure Tour from Kingston

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight …More

Kingston, Jamaica

5.0 (1)

Dunn's River Falls and Fern Gully Highlight Adventure Tour from Kingston

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$169

The Best of Puerto Rico Private Day Tour

How much of Puerto Rico can you see on one day? Quite a lot. Puerto Rico is small, and has good infrastructure (roads) so is …More

5.0 (53)

The Best of Puerto Rico Private Day Tour

How much of Puerto Rico can you see on one day? Quite a lot. Puerto Rico is small, and has good infrastructure (roads) so is...

7 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$168

[PRIVATE] Blue Hole & Secret Falls Tour with Entrance Fees

Blue Hole & Secret Falls - Two natural wonders in one place You don't want to miss out on this once-in-a-lifetime opportunity. Take a dip, …More

Negril, Jamaica

5.0 (74)

[PRIVATE] Blue Hole & Secret Falls Tour with Entrance Fees

Blue Hole & Secret Falls - Two natural wonders in one place You don't want to miss out on this once-in-a-lifetime opportunity. Take a dip,...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (74)

from
$167

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving …More

Runaway Bay, Jamaica

5.0 (3)

Ocho Rios: Blue Hole and ATV

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$167

Immerse Yourself in an Unforgettable Jamaican Escape: The Blue Hole and Rio Bueno River Expedition! Check out both the Blue Hole and go rafting on …More

Montego Bay, Jamaica

5.0 (6)

Blue Hole and River Rapids Adventure

Immerse Yourself in an Unforgettable Jamaican Escape: The Blue Hole and Rio Bueno River Expedition! Check out both the Blue Hole and go rafting on...

7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$167

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$167

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

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private …More

Montego Bay, Jamaica

4.8 (9)

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$166

Black River Safari, YS Falls and Flyod's Pelican Bar

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited …More

Montego Bay, Jamaica

5.0 (2)

Black River Safari, YS Falls and Flyod's Pelican Bar

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$166

San Juan Bay Private Tour with Drinks and Tapas: 4+ people

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a …More

5.0 (51)

San Juan Bay Private Tour with Drinks and Tapas: 4+ people

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a...

3 hours Free Cancellation

5.0 (51)

from
$166

Black River Safari and YS Falls Private Tour

Drive through the countryside and mountains and board a shaded open-air boat for unobstructed views of the Black River's bird life, crocodiles, and scenery. Hear …More

Montego Bay, Jamaica

5.0 (2)

Black River Safari and YS Falls Private Tour

Drive through the countryside and mountains and board a shaded open-air boat for unobstructed views of the Black River's bird life, crocodiles, and scenery. Hear...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$166

Blue Hole Secret Falls and Bob Marley Nine Mile Private Tour

Dunn's River Falls is a must visit attraction in Jamaica. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called …More

Montego Bay, Jamaica

4.3 (6)

Blue Hole Secret Falls and Bob Marley Nine Mile Private Tour

Dunn's River Falls is a must visit attraction in Jamaica. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called...

6 to 8 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$165

This is a Private and Boutique tour! Each party gets their own private Jeep driven by your Pirate Tour Guide! (minimum requirement of 2 persons) …More

Nassau, Bahamas

4.9 (1,590)

Pirate Jeep Sightseeing Adventure!

This is a Private and Boutique tour! Each party gets their own private Jeep driven by your Pirate Tour Guide! (minimum requirement of 2 persons)...

3 hours Hotel pickup offered Free Cancellation

4.9 (1,590)

from
$165

St. Lucia Private Boat Tour, Mud Bath, Waterfall & Beach Time

Looking for a private speedboat tour? This is a private tour where you may visit the volcano, mud bath, and waterfall by private taxi, which …More

Anse La Raye, St Lucia

4.9 (105)

St. Lucia Private Boat Tour, Mud Bath, Waterfall & Beach Time

Looking for a private speedboat tour? This is a private tour where you may visit the volcano, mud bath, and waterfall by private taxi, which...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (105)

from
$165

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

Baby Beach and San Nicolas Art Murals Private EZ Raider Adventure

This is a East Coast adventure with the exclusive Electric 4-wheeler EZ Raider with beach time at Baby Beach. Follow the tour guide to unique …More

5.0 (38)

Baby Beach and San Nicolas Art Murals Private EZ Raider Adventure

This is a East Coast adventure with the exclusive Electric 4-wheeler EZ Raider with beach time at Baby Beach. Follow the tour guide to unique...

3 hours Hotel pickup offered Free Cancellation

5.0 (38)

from
$165

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No …More

La Romana, Dominican Republic

4.9 (43)

Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$165

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Private Guided Beach Meditation & Hike + Transfer

Private Beach Meditation + Nature Walk/Hike + Tour guide + meditation teacher Have you considered trying something new during your vacation? Get The Real Experience …More

Paradera, Aruba

5.0 (6)

Private Guided Beach Meditation & Hike + Transfer

Private Beach Meditation + Nature Walk/Hike + Tour guide + meditation teacher Have you considered trying something new during your vacation? Get The Real Experience...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$165

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

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