Top Caribbean Private & Custom Tours

Q: What are the best options for Caribbean Private & Custom Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private & Custom Tours are: Bamboo Rafting & Clear Kayak Photoshoot Combo in Montego Bay Puerto Plata Private City Tour And Dominican Food Private and customizable Ocho Rios day tour ATV and Rick's Cafe Private Tour Dunn's River Falls Tour from Ocho Rios

Q: What are the best kid-friendly options for Caribbean Private & Custom Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private & Custom 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 & Custom Tours have Hotel Pickup?

No problem. These Caribbean Private & Custom 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 →

Experience the adventure of a lifetime with our exciting buggy tour! Discover breathtaking scenery as you drive through off-road roads, cross lush forests and enjoy …More

Punta Cana, Dominican Republic

5.0 (1)

Buggies Adventure from Punta Cana

Experience the adventure of a lifetime with our exciting buggy tour! Discover breathtaking scenery as you drive through off-road roads, cross lush forests and enjoy...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

The trail to the Rio Seco waterfall begins on the Toco Main Road where the beautiful Salybia River flows lazily into the ocean. The trail …More

4.5 (2)

Rio Seco Waterfall Day Adventure

The trail to the Rio Seco waterfall begins on the Toco Main Road where the beautiful Salybia River flows lazily into the ocean. The trail...

1 to 7 hours Free Cancellation

4.5 (2)

from
$110

Monkey Tour and 7 Waterfalls Damajagua (Puerto Plata)

Come with us to live an incredible adventure in the nature and beauty of the natural landscapes of Damajagua. On this tour we will take …More

Puerto Plata, Dominican Republic

5.0 (1)

Monkey Tour and 7 Waterfalls Damajagua (Puerto Plata)

Come with us to live an incredible adventure in the nature and beauty of the natural landscapes of Damajagua. On this tour we will take...

4 hours 50 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility …More

Soufriere, St Lucia

5.0 (1)

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Embark on an unforgettable Montego Bay Rum Tour, where culture, history, and flavor collide! Explore iconic landmarks like Sam Sharpe Square, uncovering Jamaica’s vibrant heritage. …More

Montego Bay, Jamaica

3.5 (2)

Bars hopping montego Bay

Embark on an unforgettable Montego Bay Rum Tour, where culture, history, and flavor collide! Explore iconic landmarks like Sam Sharpe Square, uncovering Jamaica’s vibrant heritage....

1 to 3 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$110

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to …More

4.0 (2)

Antigua private Jeep Adventure

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to...

2 hours 30 minutes Free Cancellation

4.0 (2)

from
$110

The Gros Piton Hike is a challenging yet rewarding hike done on the island. It is not for the faint of heart or for persons …More

Soufriere, St Lucia

4.8 (17)

Gros Piton Hike St Lucia

The Gros Piton Hike is a challenging yet rewarding hike done on the island. It is not for the faint of heart or for persons...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (17)

from
$111

On this historical tour of the Island of Antigua you will discover the history of this Caribbean Island. You will see Devils Bridge, English Harbour, …More

Five Islands Village, Antigua and Barbuda

4.7 (41)

Antigua Historical Sites Island Tour

On this historical tour of the Island of Antigua you will discover the history of this Caribbean Island. You will see Devils Bridge, English Harbour,...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (41)

from
$111

Bahía de las Águilas, ALL INCLUSIVE experience from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up …More

5.0 (4)

Bahía de las Águilas, ALL INCLUSIVE experience from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$111

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south …More

Montego Bay, Jamaica

5.0 (1)

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$111

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of …More

Choc, St Lucia

5.0 (1)

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of...

6 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along …More

Montego Bay, Jamaica

5.0 (24)

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along...

4 hours Free Cancellation

5.0 (24)

from
$112

Discovery Package Saona Island & Buggies From Punta Cana

The two most popular tours in Punta Cana in one package, with the best Price and available to Schedule it any preffered day by you, …More

Punta Cana, Dominican Republic

4.4 (9)

Discovery Package Saona Island & Buggies From Punta Cana

The two most popular tours in Punta Cana in one package, with the best Price and available to Schedule it any preffered day by you,...

13 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$112

Dunn's River Falls and River Tubing Adventure

Climb the iconic Dunn’s River Falls and enjoy the thrill of river tubing on this unforgettable adventure. Experience the natural beauty of Jamaica as you …More

Lucea, Jamaica

5.0 (1)

Dunn's River Falls and River Tubing Adventure

Climb the iconic Dunn’s River Falls and enjoy the thrill of river tubing on this unforgettable adventure. Experience the natural beauty of Jamaica as you...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

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

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

Falmouth, Jamaica

5.0 (1)

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

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

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$113

Luminous Lagoon and Rose Hall Haunted Night Tour from Ocho Rios

If you're looking for something to do in Jamaica, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as these …More

Ocho Rios, Jamaica

5.0 (2)

Luminous Lagoon and Rose Hall Haunted Night Tour from Ocho Rios

If you're looking for something to do in Jamaica, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as these...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$113

Seville Heritage Horseback Ride & Swim from Ocho Rios

Ride at Braco Stables near the World Heritage Site of Seville on this 4-hour horseback adventure from Ocho Rios. The itinerary includes a 2-hour horseback …More

Ocho Rios, Jamaica

5.0 (1)

Seville Heritage Horseback Ride & Swim from Ocho Rios

Ride at Braco Stables near the World Heritage Site of Seville on this 4-hour horseback adventure from Ocho Rios. The itinerary includes a 2-hour horseback...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$113

Hidden Beaches of Puerto Rico- UTV Can-Am Coastal Adventure

Discover Puerto Rico beyond the typical tourist stops on our Hidden Beach UTV Excursion . Adventure through the beautiful Luquillo, and Rio Grande coastal areas …More

Luquillo, Puerto Rico

4.3 (15)

Hidden Beaches of Puerto Rico- UTV Can-Am Coastal Adventure

Discover Puerto Rico beyond the typical tourist stops on our Hidden Beach UTV Excursion . Adventure through the beautiful Luquillo, and Rio Grande coastal areas...

2 hours Free Cancellation

4.3 (15)

from
$114

Bamboo Rafting and Rick's Café Experience from Montego Bay

Bamboo Rafting and Rick’s Café Adventure Drift along a serene river on a handcrafted bamboo raft, guided by an expert who shares local insights. Enjoy …More

Falmouth, Jamaica

5.0 (9)

Bamboo Rafting and Rick's Café Experience from Montego Bay

Bamboo Rafting and Rick’s Café Adventure Drift along a serene river on a handcrafted bamboo raft, guided by an expert who shares local insights. Enjoy...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$114

Hampden Estate Rum Tour and Lunch from Falmouth

Your Rum tour begins with a drive through lush vegetation, sugar cane fields and bamboo-lined roads to the Hampden Estate. Hampden Estate produces distinctive types …More

Trelawny, Jamaica

5.0 (23)

Hampden Estate Rum Tour and Lunch from Falmouth

Your Rum tour begins with a drive through lush vegetation, sugar cane fields and bamboo-lined roads to the Hampden Estate. Hampden Estate produces distinctive types...

4 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$115

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 & Custom Tours?

What are the best kid-friendly options for Caribbean Private & Custom Tours Tours?

Which Caribbean Private & Custom Tours have Instant Confirmation?

Caribbean Private & Custom Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Caribbean Private & Custom Tours have Free Cancellation?

Caribbean Private & Custom 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 & Custom Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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