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: All day island tour veiws/history/shopping/beach Dunn’s River Fall Polaris At Night, Waterfall Pool + Surf & Turf Dinner San Juan Private Food Tour with 7 Tastings of Authentic Flavors Full Day Private Sxm Boat Charter

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 →

Private Dunn's River and Bamboo Rafting Combo from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places …More

Kingston, Jamaica

5.0 (5)

Private Dunn's River and Bamboo Rafting Combo from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$155

35 Minutes Clear Kayak Photoshoot in Montego Bay

The clear kayak photography is an exciting way of saying I vacationed in Jamaica and I have beautiful photos of the Caribbean coastline to prove. …More

Runaway Bay, Jamaica

5.0 (9)

35 Minutes Clear Kayak Photoshoot in Montego Bay

The clear kayak photography is an exciting way of saying I vacationed in Jamaica and I have beautiful photos of the Caribbean coastline to prove....

30 to 45 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$155

Aruba Private 8 Hour Full Island Customized Adventure Tour

This 8 hour, private, fully customizable van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, …More

Palm - Eagle Beach, Aruba

5.0 (6)

Aruba Private 8 Hour Full Island Customized Adventure Tour

This 8 hour, private, fully customizable van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours,...

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$155

Grenada Full-Day Tour: Sulphur Springs, Rum, Lake & Chocolate

This full-day tour blends culture, history, and relaxation in one unforgettable experience. From indulging in a natural sulphur mud bath, to tasting world-class rum at …More

St. George's, Grenada

5.0 (6)

Grenada Full-Day Tour: Sulphur Springs, Rum, Lake & Chocolate

This full-day tour blends culture, history, and relaxation in one unforgettable experience. From indulging in a natural sulphur mud bath, to tasting world-class rum at...

6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$155

Animal Farm (Mini Zoo), Bamboo Rafting and Limestone Massage Private Tour

Plan a visit to the D Boss Farm where you will get feed various birds. Also you will get the chance to pet them and …More

Montego Bay, Jamaica

5.0 (3)

Animal Farm (Mini Zoo), Bamboo Rafting and Limestone Massage Private Tour

Plan a visit to the D Boss Farm where you will get feed various birds. Also you will get the chance to pet them and...

2 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$155

Private Blue Mountain tour from Ocho Rios

Visit the Blue Mountains, Jamaica's highest mountain 7,402 on a private full-day tour from Ocho Rios. Take in the lush scenery while traveling from Ocho Rios to the Blue …More

Ocho Rios, Jamaica

4.7 (7)

Private Blue Mountain tour from Ocho Rios

Visit the Blue Mountains, Jamaica's highest mountain 7,402 on a private full-day tour from Ocho Rios. Take in the lush scenery while traveling from Ocho Rios to the Blue...

6 to 7 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$155

Dunns River Falls plus River Tubing Adventure on the Rio Bueno Private Tour

Enjoy 2 activities in 1 day which included entry fee and river Tubing fee. This is for the ultimate thrill seekers. River Tubing and Dunns …More

Montego Bay, Jamaica

5.0 (1)

Dunns River Falls plus River Tubing Adventure on the Rio Bueno Private Tour

Enjoy 2 activities in 1 day which included entry fee and river Tubing fee. This is for the ultimate thrill seekers. River Tubing and Dunns...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$155

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

Dunns River Falls and Blue Hole Secret Falls

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

Montego Bay, Jamaica

5.0 (1)

Dunns River Falls and Blue Hole Secret Falls

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

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$155

Private Half-Day Montego Bay Tour with River Rafting and Juici Patty

Our one of a kind bamboo river rafting experience is one to write home about. Just imagine sitting on a bamboo raft that is been …More

Lucea, Jamaica

4.0 (1)

Private Half-Day Montego Bay Tour with River Rafting and Juici Patty

Our one of a kind bamboo river rafting experience is one to write home about. Just imagine sitting on a bamboo raft that is been...

6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$155

Epic Horseback Ride & Swim and Blue Hole From Montego Bay Private

Enjoy a part of your vacation and experience this all in a day combo tour. Beautiful ocean view while taking a ride on a well-trained …More

Ocho Rios, Jamaica

3.0 (2)

Epic Horseback Ride & Swim and Blue Hole From Montego Bay Private

Enjoy a part of your vacation and experience this all in a day combo tour. Beautiful ocean view while taking a ride on a well-trained...

5 to 6 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$155

Hop into your private air conditioned vehicle for a drive on Jamaica’s north coast. The central features of this natural attraction is the large labyrinthine …More

Montego Bay, Jamaica

5.0 (1)

Green Grotto Caves Private Tour

Hop into your private air conditioned vehicle for a drive on Jamaica’s north coast. The central features of this natural attraction is the large labyrinthine...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$156

Upon arrival at Nine Mile, you'll be immersed in the world of Bob Marley. You'll see his childhood home, which has been preserved over the …More

Ocho Rios, Jamaica

5.0 (1)

Bob Marley's Birthplace

Upon arrival at Nine Mile, you'll be immersed in the world of Bob Marley. You'll see his childhood home, which has been preserved over the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$156

Private & Exclusive Historic Old and New San Juan Tours

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city. …More

5.0 (28)

Private & Exclusive Historic Old and New San Juan Tours

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city....

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$156

Club Mobay Fast Track Lounge with Private Airport Shuttle

Arrival Services, Lounge and Private Hotel Transfer: Upon arrival at Montego Bay’s Sangster International Airport, make your way to the Club Mobay meeting point, where …More

Ocho Rios, Jamaica

4.4 (75)

Club Mobay Fast Track Lounge with Private Airport Shuttle

Arrival Services, Lounge and Private Hotel Transfer: Upon arrival at Montego Bay’s Sangster International Airport, make your way to the Club Mobay meeting point, where...

1 hour Hotel pickup offered

4.4 (75)

from
$156

Private Negril Tour: 7 Mile Beach, Blue Hole & Rick’s Café Sunset

What Sets This Tour Apart? What sets this tour apart is the authentic experience we provide. Beyond visiting iconic stops like Seven Mile Beach, Blue …More

Montego Bay, Jamaica

4.9 (56)

Private Negril Tour: 7 Mile Beach, Blue Hole & Rick’s Café Sunset

What Sets This Tour Apart? What sets this tour apart is the authentic experience we provide. Beyond visiting iconic stops like Seven Mile Beach, Blue...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (56)

from
$157

[PRIVATE] Negril Sightseeing Tour with RickS Cafe Cliff Diving

Visit some of Negril's most famous spots, such as Rick's Café (watch the spectacular sunset and the cliff divers), the Lighthouse, and the Negril Craft …More

Lucea, Jamaica

4.9 (86)

[PRIVATE] Negril Sightseeing Tour with RickS Cafe Cliff Diving

Visit some of Negril's most famous spots, such as Rick's Café (watch the spectacular sunset and the cliff divers), the Lighthouse, and the Negril Craft...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (86)

from
$157

Jamaica: Private Rafting Tour to Martha Brae from Falmouth

Your driver will pick you up at your hotel or cruise ship port. Enjoy a comfortable ride in our air conditioned vehicle on this 15 …More

Runaway Bay, Jamaica

4.8 (5)

Jamaica: Private Rafting Tour to Martha Brae from Falmouth

Your driver will pick you up at your hotel or cruise ship port. Enjoy a comfortable ride in our air conditioned vehicle on this 15...

4 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$158

[PRIVATE] Dunn's River Falls with Entrance Fees

Join us for an adventure of a lifetime. Our private transportation will pick you up from your resort or Airbnb. Your driver will introduce you …More

Lucea, Jamaica

5.0 (82)

[PRIVATE] Dunn's River Falls with Entrance Fees

Join us for an adventure of a lifetime. Our private transportation will pick you up from your resort or Airbnb. Your driver will introduce you...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (82)

from
$158

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile …More

Port Antonio, Jamaica

5.0 (13)

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile...

4 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$159

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?