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  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in Wailea, HI

    Showing 145-168 of 466 results
    Outrigger Canoe Paddle with Hawaiian Chants in Kihei

    Outrigger Canoe Paddle with Hawaiian Chants in Kihei

    Connect with Hawaiian culture on a family-friendly paddle

    5.0 • 63 reviews
    $66/ person
    Small-Group Surf Lesson for Beginners in Kaanapali

    Small-Group Surf Lesson for Beginners in Kaanapali

    Work toward your first stand with patient, personal coaching

    4.9 • 347 reviews
    $120/ person
    3-Hour Private Yacht Charter From Kihei

    3-Hour Private Yacht Charter From Kihei

    Create your own Maui cruise with snorkeling, fishing, and coastal stops

    4.9 • 1.3K reviews
    $3,436
    Private Surf Lessons for All Levels Near Lahaina

    Private Surf Lessons for All Levels Near Lahaina

    Build surf skills with private instruction and hands-on coaching

    5.0 • 61 reviews
    $239& up
    1,200' Parasail Flight at Ka'anapali Beach

    1,200' Parasail Flight at Ka'anapali Beach

    Parasail up to 1,200 ft above Kaʻanapali Beach

    4.9 • 287 reviews
    $131/ person
    Dive Lanai Cathedrals 8-Hour Scuba Trip

    Dive Lanai Cathedrals 8-Hour Scuba Trip

    Scuba dive Lāna‘i’s Cathedrals and lava tubes on an 8-hour boat trip

    4.9 • 577 reviews
    $330/ person
    2-Hour Guided Shore Dive in Kaanapali & Lahaina

    2-Hour Guided Shore Dive in Kaanapali & Lahaina

    Dive Maui’s northwest shore with a guide at Kahekili Reef or Mala Pier

    4.9 • 257 reviews
    $205/ person
    Guided Beginner Snorkel Tour in Kapalua Bay

    Guided Beginner Snorkel Tour in Kapalua Bay

    Learn to snorkel with guided support and fitted gear in Kapalua Bay

    5.0 • 71 reviews
    $132& up
    Private Surf Safari Lesson on Maui

    Private Surf Safari Lesson on Maui

    Private surf lesson with gear and snacks included

    4.9 • 661 reviews
    $547
    Private Super Raft Snorkel Charter from Maalaea, Maui

    Private Super Raft Snorkel Charter from Maalaea, Maui

    Private snorkel charter on Reef Explorer with your choice of Molokini or coral reefs

    4.9 • 394 reviews
    $2,942
    Sunrise Stand-Up Paddleboarding Tour in Wailea

    Sunrise Stand-Up Paddleboarding Tour in Wailea

    Paddle the Wailea coastline at sunrise with views of Haleakala Crater

    4.9 • 160 reviews
    $186/ person
    Sunset Sail in Maui's Au'Au Channel

    Sunset Sail in Maui's Au'Au Channel

    Sail Lahaina’s sunset with food, drinks, and space to relax

    4.9 • 1.3K reviews
    $131/ person
    Olowalu Snorkel Tour in Lahaina

    Olowalu Snorkel Tour in Lahaina

    Snorkel Olowalu’s coral reef with a guide and included tour photos

    5.0 • 49 reviews
    $105/ person
    Private & Semi-Private Surf Lesson in Kaanapali

    Private & Semi-Private Surf Lesson in Kaanapali

    Build your surfing skills with patient, personal instruction

    4.9 • 347 reviews
    $234& up
    5-Hour Yacht Charter in Kihei

    5-Hour Yacht Charter in Kihei

    Design a Private Maui Day of Snorkeling, Fishing and Sightseeing

    4.9 • 1.3K reviews
    $4,565
    Group Surf Lesson at Kalama Park in Kihei, Maui

    Group Surf Lesson at Kalama Park in Kihei, Maui

    Learn to surf with personalized coaching in a small group

    4.9 • 155 reviews
    $111/ person
    Private Parasailing Charter in Ka'anapali Beach

    Private Parasailing Charter in Ka'anapali Beach

    Book the boat for your group and parasail off Ka’anapali Beach

    4.9 • 287 reviews
    $1,572
    Naturalist-Guided Turtle Town Snorkel Tour in Makena

    Naturalist-Guided Turtle Town Snorkel Tour in Makena

    Paddle Turtle Town and discover reef ecology with a naturalist guide

    4.9 • 140 reviews
    $135/ person
    Guided Beginner Scuba Dive in Kaanapali

    Guided Beginner Scuba Dive in Kaanapali

    Take your first underwater breaths with guided reef skills and marine-life sightings

    4.9 • 257 reviews
    $246/ person
    Guided Mermaid Sea Scooter Tour in Lahaina

    Guided Mermaid Sea Scooter Tour in Lahaina

    Advanced guided ocean rides with mermaid tails and sea scooters

    5.0 • 71 reviews
    $209/ person
    Bottom Fishing Charter from Ma'alaea Harbor, Maui

    Bottom Fishing Charter from Ma'alaea Harbor, Maui

    Keep a rod in your hand on an active, family-friendly fishing trip

    4.9 • 141 reviews
    $507& up
    Private Sport Fishing Charter From Maalaea Harbor

    Private Sport Fishing Charter From Maalaea Harbor

    Book a private 6- or 8-hour sport fishing charter for up to 6 guests

    4.9 • 394 reviews
    $2,427& up
    Private Turtle Town Kayak Tour in Wailea

    Private Turtle Town Kayak Tour in Wailea

    Relax on a 2-hour private paddle along Wailea's Turtle Town with an expert guide

    4.9 • 160 reviews
    $175/ person
    2-Hour Maui Sunset Catamaran Cruise From Lahaina

    2-Hour Maui Sunset Catamaran Cruise From Lahaina

    Sail Lahaina’s sunset with appetizers and an open bar

    4.9 • 1.3K reviews
    $131/ person
    1…678…20
    Wailea Things To Do
    Snorkeling104Surfing Lessons87Scuba Diving67Whale Watching62Motorcycle Rentals41
    More
    • Kiteboarding26
    • Stand Up Paddle Boarding24
    • Kayaking Tours23
    • Waterfalls19
    • Farm Visits18
    • Guided Hikes18
    • Sailing18

    Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

    Yacht Charters
    18
  • Bike Tours17
  • Bus Van and Limo Tours15
  • Guided Tours15
  • Sightseeing15
  • Photography Tours14
  • Art Tours13
  • Farm and Nature10
  • Fishing Charters10
  • Dinner Cruises9
  • Equipment Rental9
  • Jeep Tours9
  • Car Rentals7