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: Blue Hole Secret Falls Private Tour Window Cave and Indian Cave private tour with an archaeologist as guide Half-Day The Soul Of Pirates Private Boat Trip Adventure Caribbean Charter SXM Martha Brae River Rafting Private Tour with Transportation Exotic Blue Mountain Coffee Tour

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 →

Bob Marley's Nine Mile Guided Full Day Tour from Montego Bay

Follow the rhythm of reggae through the lush hills of St. Ann as you journey to 9 Mile, the legendary birthplace and resting place of …More

Montego Bay, Jamaica

4.0 (4)

Bob Marley's Nine Mile Guided Full Day Tour from Montego Bay

Follow the rhythm of reggae through the lush hills of St. Ann as you journey to 9 Mile, the legendary birthplace and resting place of...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$150

Blue Hole and Dunns River Falls from Falmouth

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A relaxing ride in an air conditioned vehicle …More

Falmouth, Jamaica

5.0 (9)

Blue Hole and Dunns River Falls from Falmouth

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A relaxing ride in an air conditioned vehicle...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$150

Blue Hole and Dunn's River Falls Tour from Montego Bay

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A relaxing ride in a minivan takes you …More

Montego Bay, Jamaica

5.0 (23)

Blue Hole and Dunn's River Falls Tour from Montego Bay

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A relaxing ride in a minivan takes you...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$151

Luminous Lagoon Boat Tour from Montego Bay

This lagoon, surrounded by mangroves, is home to microscopic organisms that emit a phosphorescent light when agitated. The water glows a beautiful blue and becomes …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon Boat Tour from Montego Bay

This lagoon, surrounded by mangroves, is home to microscopic organisms that emit a phosphorescent light when agitated. The water glows a beautiful blue and becomes...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$151

Negril Beach Experience & Rick's Cafe from Montego Bay

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven …More

Montego Bay, Jamaica

4.0 (1)

Negril Beach Experience & Rick's Cafe from Montego Bay

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$151

Providenciales Private Boat Tour: Snorkeling & Island Hopping

Your own boat, a local crew, and four hours to enjoy Turks and Caicos from the water. Depart from Providenciales for a private half-day charter …More

5.0 (28)

Providenciales Private Boat Tour: Snorkeling & Island Hopping

Your own boat, a local crew, and four hours to enjoy Turks and Caicos from the water. Depart from Providenciales for a private half-day charter...

4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$151

Bob Marley, Devon House & Waterfront Tour from Ocho Rios

Experience an 8-hour private Kingston sightseeing tour from Ocho Rios focused on Devon House, the Bob Marley Museum, and Kingston's Waterfront. Enjoy hotel pickup and …More

Ocho Rios, Jamaica

5.0 (2)

Bob Marley, Devon House & Waterfront Tour from Ocho Rios

Experience an 8-hour private Kingston sightseeing tour from Ocho Rios focused on Devon House, the Bob Marley Museum, and Kingston's Waterfront. Enjoy hotel pickup and...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$151

Grenada Private Tour Concord Falls And Mud Bath

Private listing for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want in …More

St. George's, Grenada

4.8 (14)

Grenada Private Tour Concord Falls And Mud Bath

Private listing for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want in...

5 to 6 hours Free Cancellation

4.8 (14)

from
$153

St. Lucia Food and Rum Tour - Taste authentic St. Lucian Food and Culture

Get a complete St. Lucian local experiece! Taste lots of cultural foods, rums and see the Island's major attractions. Taste Local, See Local and Be …More

Vieux Fort, St Lucia

5.0 (244)

St. Lucia Food and Rum Tour - Taste authentic St. Lucian Food and Culture

Get a complete St. Lucian local experiece! Taste lots of cultural foods, rums and see the Island's major attractions. Taste Local, See Local and Be...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (244)

from
$154

Explore Montego Bay Jamaica Tour to Dunns River Falls

This is a hassle free tour that INCLUDES ROUND TRIP TRANSPORTATION AND ENTRANCE FEES in the cost. We pickup from Cruise Ships Piers or hotel …More

Kingston, Jamaica

5.0 (14)

Explore Montego Bay Jamaica Tour to Dunns River Falls

This is a hassle free tour that INCLUDES ROUND TRIP TRANSPORTATION AND ENTRANCE FEES in the cost. We pickup from Cruise Ships Piers or hotel...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$154

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy …More

Montego Bay, Jamaica

5.0 (5)

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy...

4 hours Free Cancellation

5.0 (5)

from
$154

This tour gives you a Real Bahamian Experience in your own language. Tastes, sights and the overall rhythm of the Island is felt throughout the …More

Nassau, Bahamas

4.7 (3)

Tasty Rythm and Rock Tour

This tour gives you a Real Bahamian Experience in your own language. Tastes, sights and the overall rhythm of the Island is felt throughout the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$154

Horseback Riding Adventure Tour in St. Lucia

Nothing better than enjoying a horseback ride, in St Lucia near the ocean with beautiful scenery. That is something you will want to do, also …More

Gros Islet, St Lucia

4.7 (3)

Horseback Riding Adventure Tour in St. Lucia

Nothing better than enjoying a horseback ride, in St Lucia near the ocean with beautiful scenery. That is something you will want to do, also...

2 to 5 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$154

seeking something different or unique , well our walking tour is the package for you. experience what our beautiful town full of rish history has …More

Five Islands Village, Antigua and Barbuda

5.0 (1)

Sightseeing Antigua Walking Tour

seeking something different or unique , well our walking tour is the package for you. experience what our beautiful town full of rish history has...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$154

Private Bamboo Rafting at Lethe with Montego Bay

Enjoy a relaxing and authentic Jamaican experience on this all-inclusive private tour from Montego Bay. Start your day with a scenic drive to Lethe, where …More

Montego Bay, Jamaica

5.0 (1)

Private Bamboo Rafting at Lethe with Montego Bay

Enjoy a relaxing and authentic Jamaican experience on this all-inclusive private tour from Montego Bay. Start your day with a scenic drive to Lethe, where...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$154

Full Day Nature Lovers-Cave, Waterfall & Beach Combo

This full-day trip includes 2 destinations away from the usual tourist crowds of San Juan and El Yunque. Enjoy the breath taking views of Cueva …More

4.9 (93)

Full Day Nature Lovers-Cave, Waterfall & Beach Combo

This full-day trip includes 2 destinations away from the usual tourist crowds of San Juan and El Yunque. Enjoy the breath taking views of Cueva...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (93)

from
$155

Private Aruba Kayak & Snorkeling Tour + Transortation

If you love the Ocean and adventure, Kayak is one of the best options to explore Aruba's untouched Southside coastline and enjoy its beautiful Coral …More

Paradera, Aruba

4.8 (12)

Private Aruba Kayak & Snorkeling Tour + Transortation

If you love the Ocean and adventure, Kayak is one of the best options to explore Aruba's untouched Southside coastline and enjoy its beautiful Coral...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$155

Hampden Estate Rum Tour and Lunch from Montego Bay

On this amazing experience you will; -Explore the historic Hampden Estate, a renowned rum distillery in Jamaica's lush countryside -Learn about traditional 17th-century sugar cane …More

Montego Bay, Jamaica

4.8 (4)

Hampden Estate Rum Tour and Lunch from Montego Bay

On this amazing experience you will; -Explore the historic Hampden Estate, a renowned rum distillery in Jamaica's lush countryside -Learn about traditional 17th-century sugar cane...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$155

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next, …More

Willemstad, Curacao

5.0 (6)

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$155

Private Konoko Falls and Blue Hole Combo Tour from Ocho Rios

Spend an unforgettable day exploring the natural playgrounds of Ocho Rios on a combo tour of Blue Hole and Konoko Falls Park. Swim and cliff …More

Ocho Rios, Jamaica

5.0 (7)

Private Konoko Falls and Blue Hole Combo Tour from Ocho Rios

Spend an unforgettable day exploring the natural playgrounds of Ocho Rios on a combo tour of Blue Hole and Konoko Falls Park. Swim and cliff...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$155

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?