Top Caribbean Private Sightseeing Tours

Q: 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: Montego Bay Private Hotel & Airport Transfer – MBJ Rastafari Safari Cultural ATV Ride & Ricks Cafe Combo Great River Rafting With Limestone Massage From Montego Bay Half day private yacht cruise & snorkel Montego Bay Night Life & Clubbing l Pier 1, Lounge 27/27 l Taboo

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly 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 →

Martha Brae Rafting Experience from Montego Bay

Board a uniquely Jamaican 30-foot (9-m) bamboo raft and glide down the scenic Martha Brae River. Spend your day comfortably rafting this 3-mile (4.8-km) river, …More

Montego Bay, Jamaica

5.0 (3)

Martha Brae Rafting Experience from Montego Bay

Board a uniquely Jamaican 30-foot (9-m) bamboo raft and glide down the scenic Martha Brae River. Spend your day comfortably rafting this 3-mile (4.8-km) river,...

80 to 100 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Explore Saint Lucia | Piton | Mud bath | Drive-In Volcano | MGM Tour and Travel

Enjoy the natural beauty of this paradise island by visiting some of our most precious key features all in one day, with one of our …More

Cap Estate, St Lucia

5.0 (3)

Explore Saint Lucia | Piton | Mud bath | Drive-In Volcano | MGM Tour and Travel

Enjoy the natural beauty of this paradise island by visiting some of our most precious key features all in one day, with one of our...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

YS Falls and Pelican Bar Combo Full-Day Private Tour South Coast

Leave your hotel behind and discover beautiful Jamaica. Nestled in a secluded valley on the less-traveled south coast, YS Falls is located on a working …More

Negril, Jamaica

5.0 (1)

YS Falls and Pelican Bar Combo Full-Day Private Tour South Coast

Leave your hotel behind and discover beautiful Jamaica. Nestled in a secluded valley on the less-traveled south coast, YS Falls is located on a working...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$135

Private tour from Ocho Rios to Port Antonio and Frenchman cove

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we …More

Ocho Rios, Jamaica

5.0 (1)

Private tour from Ocho Rios to Port Antonio and Frenchman cove

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we...

4 to 6 hours Free Cancellation

5.0 (1)

from
$135

Private Bob Marley Mausoleum Tour in Nine Mile

Journey to Nine Mile, the birthplace of Reggae legend Bob Marley. Discover the fascinating tale of Marley's childhood and his journey to becoming a music …More

Montego Bay, Jamaica

5.0 (1)

Private Bob Marley Mausoleum Tour in Nine Mile

Journey to Nine Mile, the birthplace of Reggae legend Bob Marley. Discover the fascinating tale of Marley's childhood and his journey to becoming a music...

3 to 5 hours Free Cancellation

5.0 (1)

from
$135

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you …More

St. George's, Grenada

3.7 (3)

Spice Island Taxi Tour

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.7 (3)

from
$135

This tour allows adventurous travellers to experience the beauty of the North Coast of Trinidad, beyond the typical Maracas and Las Cuevas Bay. The main …More

5.0 (2)

Private Hike Tour to Paria Waterfall

This tour allows adventurous travellers to experience the beauty of the North Coast of Trinidad, beyond the typical Maracas and Las Cuevas Bay. The main...

7 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$136

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the …More

Runaway Bay, Jamaica

5.0 (11)

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the...

6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$136

Washington Park Tour with Local Guide on Bonaire

The best way to experience Bonaire Washington Park Tour is with a guide who knows the most beautiful spots! Beautiful and unspoiled are understatements when …More

Kralendijk, Bonaire

4.7 (39)

Washington Park Tour with Local Guide on Bonaire

The best way to experience Bonaire Washington Park Tour is with a guide who knows the most beautiful spots! Beautiful and unspoiled are understatements when...

5 hours Hotel pickup offered Free Cancellation

4.7 (39)

from
$136

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest …More

4.5 (72)

Clear Kayak Drone Photoshoot

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest...

30 to 55 minutes Free Cancellation

4.5 (72)

from
$136

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 tour is very personalize, you will feel right at home, feel like family, feel relax and have fun. …More

Choc, St Lucia

5.0 (2)

St Lucia Soufriere Natural Attraction

This tour is very personalize, you will feel right at home, feel like family, feel relax and have fun....

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$136

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle. …More

Montego Bay, Jamaica

4.9 (34)

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle....

7 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$137

Premier Transfers and Tours has extensive knowledge and experience in organizing tours and experiences in Jamaica, including the Appleton Estate Rum Experience. They can provide …More

Trelawny, Jamaica

5.0 (2)

Appleton Estate Rum Tasting Experience

Premier Transfers and Tours has extensive knowledge and experience in organizing tours and experiences in Jamaica, including the Appleton Estate Rum Experience. They can provide...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$137

YS Falls and Pelican Bar COMBO from Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture …More

Montego Bay, Jamaica

5.0 (1)

YS Falls and Pelican Bar COMBO from Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$137

Private Jet Car or Jet Ski Experience in Montego Bay

Take a splash into Montego Bay’s crystal Blue waters like never before on this exciting Jet Car Tour. This is a unique exciting and exhilarating …More

Montego Bay, Jamaica

5.0 (15)

Private Jet Car or Jet Ski Experience in Montego Bay

Take a splash into Montego Bay’s crystal Blue waters like never before on this exciting Jet Car Tour. This is a unique exciting and exhilarating...

1 hour 20 minutes Hotel pickup offered Free Cancellation

5.0 (15)

from
$137

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Runaway Bay

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Runaway Bay. Located on Jamaica’s West Coast on the shores of Negril, Seven …More

Runaway Bay, Jamaica

3.0 (3)

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Runaway Bay

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Runaway Bay. Located on Jamaica’s West Coast on the shores of Negril, Seven...

12 hours Hotel pickup offered Free Cancellation

3.0 (3)

from
$138

Private MEGA El Yunque Full Day Tour: Rainforest, Rivers, Beaches

Let's explore Puerto Rico's most amazing northeastern region and its 5 unique municipalities on our full-day private or semi-private (up to 6 pax. max.)cultural tour …More

5.0 (21)

Private MEGA El Yunque Full Day Tour: Rainforest, Rivers, Beaches

Let's explore Puerto Rico's most amazing northeastern region and its 5 unique municipalities on our full-day private or semi-private (up to 6 pax. max.)cultural tour...

8 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (21)

from
$138

Sailing Adventure Cruise from Montego Bay

Let's go sailing! Imagine diving into the crystal clear waters over a coral reef filled with exotic fish, turtles and starfish. You can even participate in …More

Montego Bay, Jamaica

5.0 (6)

Sailing Adventure Cruise from Montego Bay

Let's go sailing! Imagine diving into the crystal clear waters over a coral reef filled with exotic fish, turtles and starfish. You can even participate in...

4 hours

5.0 (6)

from
$138

Martha Brae River Rafting Private Tour with Transportation

The Martha Brae River is one of Jamaica, most popular rafting mainly because of the Legend of the Martha Brae River. (Martha) the river Located …More

Lucea, Jamaica

5.0 (6)

Martha Brae River Rafting Private Tour with Transportation

The Martha Brae River is one of Jamaica, most popular rafting mainly because of the Legend of the Martha Brae River. (Martha) the river Located...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$138

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?

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?