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 →

El Yunque & Beach Tour: Waterslide, Waterfall, Food, & Photos

At Weeepaaa Tours, we believe that interacting with nature in a meaningful way helps to ground yourself and to focus your mind in the present …More

Fajardo, Puerto Rico

4.7 (18)

El Yunque & Beach Tour: Waterslide, Waterfall, Food, & Photos

At Weeepaaa Tours, we believe that interacting with nature in a meaningful way helps to ground yourself and to focus your mind in the present...

5 hours Free Cancellation

4.7 (18)

from
$130

Private Lethe Bamboo Rafting Lime Stone Foot Massage Tour

Enjoy a Private Customized Tour in a Comfortable, Air-Conditioned Vehicle Experience Jamaica like never before with a professional, friendly driver who caters to your every …More

Trelawny, Jamaica

5.0 (8)

Private Lethe Bamboo Rafting Lime Stone Foot Massage Tour

Enjoy a Private Customized Tour in a Comfortable, Air-Conditioned Vehicle Experience Jamaica like never before with a professional, friendly driver who caters to your every...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

Private Grenada Half-day River Tubing, Lake & Annandale Falls

Explorer Grenada Tours stands out from other tour companies in Grenada due to our unwavering commitment to providing unparalleled experiences, exceptional service, and a deep …More

St. George's, Grenada

5.0 (4)

Private Grenada Half-day River Tubing, Lake & Annandale Falls

Explorer Grenada Tours stands out from other tour companies in Grenada due to our unwavering commitment to providing unparalleled experiences, exceptional service, and a deep...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Lethe Bamboo Rafting and Limestone Massage with City Tour

Start your tour drifting along the gentle currents of the Lethe River, surrounded by lush tropical vegetation and towering bamboo stalks, offers a unique perspective …More

Montego Bay, Jamaica

5.0 (2)

Lethe Bamboo Rafting and Limestone Massage with City Tour

Start your tour drifting along the gentle currents of the Lethe River, surrounded by lush tropical vegetation and towering bamboo stalks, offers a unique perspective...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$130

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

This is a private and customize tour where your request can be fulfilled so whatever you want don’t be afraid to ask your driver/ tour …More

Trelawny, Jamaica

5.0 (4)

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

This is a private and customize tour where your request can be fulfilled so whatever you want don’t be afraid to ask your driver/ tour...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Enjoy a Combination of Jet Skis and off-road ATV ride or each activity by itself on this private experience. On this tour you will Hop …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay Jet Ski and ATV Combo

Enjoy a Combination of Jet Skis and off-road ATV ride or each activity by itself on this private experience. On this tour you will Hop...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Blue Hole and Secret Falls plus Dunn's River Falls Combo Tour

There’s plenty of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for stunning tropical …More

Montego Bay, Jamaica

4.7 (6)

Blue Hole and Secret Falls plus Dunn's River Falls Combo Tour

There’s plenty of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for stunning tropical...

5 to 6 hours Hotel pickup offered Free Cancellation

4.7 (6)

from
$130

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the …More

Montego Bay, Jamaica

5.0 (4)

Dunns River Tour

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Bar Hopping & Local Food Tour-From Montego Bay, Negril, Ocho Rios

The Bar Hopping & Local Food Tour gives you the opportunity to experience Jamaica through its delicious cuisine, lively local bars, music, and welcoming island …More

Lucea, Jamaica

5.0 (1)

Bar Hopping & Local Food Tour-From Montego Bay, Negril, Ocho Rios

The Bar Hopping & Local Food Tour gives you the opportunity to experience Jamaica through its delicious cuisine, lively local bars, music, and welcoming island...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Discover the South Coast of Jamaica on a scenic tour that stop at YS Falls. This is a Private Tour and you will only travel …More

Montego Bay, Jamaica

5.0 (1)

Ys Falls Private Tour

Discover the South Coast of Jamaica on a scenic tour that stop at YS Falls. This is a Private Tour and you will only travel...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Lethe River Rafting, Limestone Massage, Coconut,Rum Punch & LUNCH

This private tour allows you to experience the tranquility of Lethe River Rafting. Our driver will pick you from your hotel and transport you to …More

Trelawny, Jamaica

5.0 (1)

Lethe River Rafting, Limestone Massage, Coconut,Rum Punch & LUNCH

This private tour allows you to experience the tranquility of Lethe River Rafting. Our driver will pick you from your hotel and transport you to...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to …More

Vieux Fort, St Lucia

5.0 (1)

Bon Voyage - St. Lucia Tour

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Montaña Redonda is one of the beautiful places you have to visit in the Dominican Republic. It is located in Miches in the Municipality of …More

La Romana, Dominican Republic

2.3 (3)

Tour to Montana Redonda and sunset

Montaña Redonda is one of the beautiful places you have to visit in the Dominican Republic. It is located in Miches in the Municipality of...

4 to 5 hours Hotel pickup offered Free Cancellation

2.3 (3)

from
$130

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the …More

Lucea, Jamaica

5.0 (2)

YS Falls and Floyds Pelican Bar

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$131

Rose Hall Great House & Luminous Lagoon -Customize Night Tour from Montego Bay

The entry price and travel costs are included in this hassle-free and cashless evening tour. The natural phenomenon that makes the luminous Lagoon light up …More

Montego Bay, Jamaica

5.0 (23)

Rose Hall Great House & Luminous Lagoon -Customize Night Tour from Montego Bay

The entry price and travel costs are included in this hassle-free and cashless evening tour. The natural phenomenon that makes the luminous Lagoon light up...

3 to 4 hours Free Cancellation

5.0 (23)

from
$131

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the …More

Montego Bay, Jamaica

5.0 (9)

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$132

Enjoy Island Tour with Bahamas Private Transport And Tours Company Ltd

This tour includes the viewing of Fort Montague, the queens staircase, the Rum Cake factory, john watlings Distillery, Graycliff, the pompey square, the cruise port, …More

Nassau, Bahamas

5.0 (2)

Enjoy Island Tour with Bahamas Private Transport And Tours Company Ltd

This tour includes the viewing of Fort Montague, the queens staircase, the Rum Cake factory, john watlings Distillery, Graycliff, the pompey square, the cruise port,...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$132

Hike the Fort Experience- Amazing Panoramic Views (Pigeon Island)

This half day experience tour is all encompassing combining nature, history, adventure and warm Caribbean Sun. The perfect way to spend your morning with an …More

Choc, St Lucia

4.8 (4)

Hike the Fort Experience- Amazing Panoramic Views (Pigeon Island)

This half day experience tour is all encompassing combining nature, history, adventure and warm Caribbean Sun. The perfect way to spend your morning with an...

3 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$132

Martha Brae River Rafting from Montego Bay Area & Cruise Port

The Martha Brae River in Trelawny offers a serene escape from the hustle and bustle of the typical island hotspots. With its calm waters and …More

5.0 (1)

Martha Brae River Rafting from Montego Bay Area & Cruise Port

The Martha Brae River in Trelawny offers a serene escape from the hustle and bustle of the typical island hotspots. With its calm waters and...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$132

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is …More

Black River, Jamaica

5.0 (1)

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$133

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?