Top Caribbean Private Sightseeing 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 →

Blue Hole/ Dunn's River Falls & Luminous Lagoon (Glistening water) 3 in 1 combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to Dunn's River Falls and …More

Montego Bay, Jamaica

4.4 (7)

Blue Hole/ Dunn's River Falls & Luminous Lagoon (Glistening water) 3 in 1 combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to Dunn's River Falls and...

7 to 8 hours Hotel pickup offered Free Cancellation

4.4 (7)

from
$165

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey …More

Falmouth, Jamaica

5.0 (2)

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

River Rapids in Jamaica with French Tour Guide

On this tour, will discover the real Jamaican nature as you will be one with it. The tour down the River Rapids is unique in …More

Montego Bay, Jamaica

5.0 (2)

River Rapids in Jamaica with French Tour Guide

On this tour, will discover the real Jamaican nature as you will be one with it. The tour down the River Rapids is unique in...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

Konoko Falls & Park, Blue hole and Scotchies Tour with Shopping

Visit Blue Hole and Konoko Falls all in one day. Swing from Tarzan ropes and visit the secret falls at Blue Hole. Climb Konoko Falls …More

Ocho Rios, Jamaica

5.0 (1)

Konoko Falls & Park, Blue hole and Scotchies Tour with Shopping

Visit Blue Hole and Konoko Falls all in one day. Swing from Tarzan ropes and visit the secret falls at Blue Hole. Climb Konoko Falls...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

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

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

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

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

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

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

[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

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

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

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

Polaris At Night, Waterfall Pool + Surf & Turf Dinner

POLARIS ADVENTURE AT NIGHT - Magic Mystic Memories Embark on an unforgettable journey into the heart of the jungle with Magic Mystic Memories, an exclusive …More

Punta Cana, Dominican Republic

4.7 (11)

Polaris At Night, Waterfall Pool + Surf & Turf Dinner

POLARIS ADVENTURE AT NIGHT - Magic Mystic Memories Embark on an unforgettable journey into the heart of the jungle with Magic Mystic Memories, an exclusive...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (11)

from
$169

Sunset Cruise in Punta Cana: Private Catamaran w/ BBQ & Open Bar

Savor in romance and relaxation aboard our exclusive private sunset catamaran cruise in Punta Cana, Bávaro. Sail along the scenic coastline as the sun sets, …More

Punta Cana, Dominican Republic

5.0 (1)

Sunset Cruise in Punta Cana: Private Catamaran w/ BBQ & Open Bar

Savor in romance and relaxation aboard our exclusive private sunset catamaran cruise in Punta Cana, Bávaro. Sail along the scenic coastline as the sun sets,...

3 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$169

Antigua VIP Tours - Private Platinum Tour

Prefer to tour alone? Then this should be your choice. Experience Antigua privacy and comfort in 6 hours and enjoy beach views, get a glimpse …More

St John's, Antigua and Barbuda

4.9 (251)

Antigua VIP Tours - Private Platinum Tour

Prefer to tour alone? Then this should be your choice. Experience Antigua privacy and comfort in 6 hours and enjoy beach views, get a glimpse...

6 hours Hotel pickup offered Free Cancellation

4.9 (251)

from
$170

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?

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?