Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City 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 →

Bamboo Rafting and Limestone Foot Massage Private Tour

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap …More

Montego Bay, Jamaica

5.0 (2)

Bamboo Rafting and Limestone Foot Massage Private Tour

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$125

Private Negril Day Trip from Montego Bay and Grand Palladium

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Grand Palladium and the port town of Montego Bay. Located on Jamaica’s West …More

Lucea, Jamaica

5.0 (1)

Private Negril Day Trip from Montego Bay and Grand Palladium

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Grand Palladium and the port town of Montego Bay. Located on Jamaica’s West...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Private Montego Bay City Highlights & Shopping Experience

Montego Bay Private Highlight Sightseeing & Souvenir Shopping What Makes This Tour Unique? This is not a typical bus tour — it’s a fully private, …More

Montego Bay, Jamaica

4.4 (8)

Private Montego Bay City Highlights & Shopping Experience

Montego Bay Private Highlight Sightseeing & Souvenir Shopping What Makes This Tour Unique? This is not a typical bus tour — it’s a fully private,...

3 to 5 hours Hotel pickup offered Free Cancellation

4.4 (8)

from
$58

Enjoy a wonderful and unforgettable boat trip in the clear blue waters of St Martin. On our eye-catching 30ft speedboat, you will get to appreciate …More

5.0 (4)

Full Day Private Sxm Boat Charter

Enjoy a wonderful and unforgettable boat trip in the clear blue waters of St Martin. On our eye-catching 30ft speedboat, you will get to appreciate...

6 to 7 hours Free Cancellation

5.0 (4)

from
$1,362

Montego Bay Night Out Lounge2727 Private and Customize Transfer

Rock the night at Montego Bay’s hottest clubs on this nightlife outing to Lounge2727 or Margaritaville After Dark. All-you-can-drink open bar all night long. If you …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay Night Out Lounge2727 Private and Customize Transfer

Rock the night at Montego Bay’s hottest clubs on this nightlife outing to Lounge2727 or Margaritaville After Dark. All-you-can-drink open bar all night long. If you...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$65

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch …More

Trelawny, Jamaica

5.0 (2)

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$129

We will start your shore excursion by picking you up directly from the Falmouth Cruise Port or your hotel lobby. Sit back and relax in …More

Runaway Bay, Jamaica

5.0 (4)

Dunn's River Tour from Falmouth

We will start your shore excursion by picking you up directly from the Falmouth Cruise Port or your hotel lobby. Sit back and relax in...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$86

Montego Bay Highlights Private Full Day Tour from Falmouth

Immerse yourself in the vibrant culture of Jamaica and bask in the hospitality of its people as we embark on a journey through the residential …More

Runaway Bay, Jamaica

5.0 (3)

Montego Bay Highlights Private Full Day Tour from Falmouth

Immerse yourself in the vibrant culture of Jamaica and bask in the hospitality of its people as we embark on a journey through the residential...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$62

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

Ocho Rios Tour: Blue Hole and Dunn's River Falls

We start your shore excursion with pickup directly from your hotel lobby or the Ocho Rios Cruise Port. A relaxing 30 minutes journey in an …More

Kingston, Jamaica

5.0 (4)

Ocho Rios Tour: Blue Hole and Dunn's River Falls

We start your shore excursion with pickup directly from your hotel lobby or the Ocho Rios Cruise Port. A relaxing 30 minutes journey in an...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$108

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A …More

Kralendijk, Bonaire

5.0 (4)

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$90

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig …More

5.0 (1)

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig...

6 hours Free Cancellation

5.0 (1)

from
$4,400

Private Sea Glass Island Kayak Morning + Transfer

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the …More

Paradera, Aruba

4.2 (5)

Private Sea Glass Island Kayak Morning + Transfer

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the...

120 to 150 minutes Hotel pickup offered Free Cancellation

4.2 (5)

from
$155

Prince taxi & Tours St.Thomas Virgin Islands-Island Scenic Tour

With are Private transportation services we make booking easy,fast and comfortable!! For the most affordable prices and are drivers are really knowledgeable about the island!! …More

5.0 (3)

Prince taxi & Tours St.Thomas Virgin Islands-Island Scenic Tour

With are Private transportation services we make booking easy,fast and comfortable!! For the most affordable prices and are drivers are really knowledgeable about the island!!...

2 hours Free Cancellation

5.0 (3)

from
$55

seven sister waterfall hike, Annandale waterfall, national park

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

St. George's, Grenada

5.0 (3)

seven sister waterfall hike, Annandale waterfall, national park

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

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Visit the birthplace and final resting place of reggae legend Bob Marley, without having to deal with a difficult drive through the hills of St. …More

Falmouth, Jamaica

5.0 (3)

Bob Marley Nine Mile Tour

Visit the birthplace and final resting place of reggae legend Bob Marley, without having to deal with a difficult drive through the hills of St....

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$35

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

5.0 (2)

Anguilla Private Yacht Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation

5.0 (2)

from
$3,766

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at …More

Oranjestad, Aruba

5.0 (3)

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting & …More

Lucea, Jamaica

5.0 (2)

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting &...

2 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$460

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

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?

Got any more Caribbean trip ideas?

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